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Search for "alcohol" in Full Text gives 1189 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Electrochemical reduction of unsaturated carbon–carbon bonds via 3d transition-metal catalysis

  • Geon Kang,
  • Minki Jeon,
  • Pooja Kumari Jat,
  • Cheoljae Kim and
  • Isaac Choi

Beilstein J. Org. Chem. 2026, 22, 955–981, doi:10.3762/bjoc.22.75

Graphical Abstract
  • as amino alcohol motifs, benzyl-protected acids, and thioethers without competitive reduction. As a further demonstration of the tunability of e-HAT, the challenging trans-selective alkyne semireduction was also realized under modified electrochemical conditions (Scheme 3B, ii). In contrast
  • suppressing undesired side reactions, most notably hydrogen evolution reactions (HER) (Scheme 12A) [126]. This catalytic platform enabled selective semihydrogenation of both internal and terminal alkynes, including unactivated substrates, with broad tolerance toward heterocycles and alcohol functionalities
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Published 17 Jun 2026

Synthesis of sterically shielded piperidine nitroxides via acid-catalyzed heterocyclization of β-aminoketone derivatives with ketones

  • Mark M. Gulman,
  • Yurii I. Glazachev and
  • Sergey A. Dobrynin

Beilstein J. Org. Chem. 2026, 22, 948–954, doi:10.3762/bjoc.22.74

Graphical Abstract
  • use as catalysts for alcohol oxidation [8], electrode active materials in energy storage devices (batteries) [9], as well as antioxidants and superoxide dismutase (SOD) mimetics [10]. Their sterically shielded analogs, such as 2,2,6,6-tetraethylpiperidine-1-oxyl (TEEPO), were initially developed for
  • , generated by deprotonation of acetylene, propargyl alcohol, or N-Boc-protected propargylamine with ethylmagnesium bromide, whereas nitrone 6b was treated with allylmagnesium bromide. Subsequent quenching of the reaction mixtures with water, followed by oxidation with MnO2, afforded the corresponding
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Published 17 Jun 2026

Chiral cyclopropenimine-catalyzed enantioselective Michael reactions of phenol and benzofuran-derived α,β-unsaturated pyrazolamides with benzophenone-imine of glycine esters

  • Ya Bai,
  • Xue-Ying Wang,
  • Si-Kai Zhu,
  • Yan-Ting Shen,
  • Sheng-Yong Zhang and
  • Ping-An Wang

Beilstein J. Org. Chem. 2026, 22, 888–896, doi:10.3762/bjoc.22.69

Graphical Abstract
  • only provided trace product 6a (Table 1, entry 2), although its structure is very similar to CSB-1. CSB-3 based on vicinal amino-alcohol backbone also afforded trace product. The other catalysts resulted in no reaction of 2a and 5a (Table 1, entries 3–9). These results show the unique catalytic and
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Published 08 Jun 2026

Total synthesis of the capsular polysaccharide repeating unit towards the development of a glycoconjugate vaccine against Klebsiella pneumoniae ST512

  • Shuo Zhang,
  • Ondřej Daněk and
  • Peter H. Seeberger

Beilstein J. Org. Chem. 2026, 22, 821–827, doi:10.3762/bjoc.22.64

Graphical Abstract
  • ]. Subsequent removal of the 2-naphthylmethyl (Nap) group using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) furnished the desired alcohol 1 in 74% yield. For the synthesis of ʟ-rhamnoside building blocks 2 and 4, the C2-hydroxy group of known thioglycoside 8 [32][33] was regioselectively protected with a
  • deprotection was achieved by removing the Fmoc and Lev protecting groups with sodium methoxide, followed by 2,2,6,6-tetramethyl-1-piperidinyl-1-oxyl (TEMPO)/bis(acetoxy)iodobenzene (BAIB)-mediated oxidation of the C6-primary alcohol [35]. Final hydrogenolysis furnished the target hexasaccharide repeating unit
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Published 29 May 2026

Design, synthesis, and biological evaluation of FXR/ASK1 dual-target modulators

  • Xi Zhang,
  • Jingyan Wang,
  • Ziqiang Zhao,
  • Caiyi Wang,
  • Zenghui Ye,
  • Wei-Yuan Ma,
  • Jian-Xing Xu and
  • Fengzhi Zhang

Beilstein J. Org. Chem. 2026, 22, 771–781, doi:10.3762/bjoc.22.59

Graphical Abstract
  • II with NCS, followed by cyclization with methyl 3-cyclopropyl-3-oxopropionate, furnished isoxazole IV. Reduction of IV with lithium aluminum hydride gave alcohol V, which was then brominated with phosphorus tribromide to yield the desired isoxazole intermediate 2 in five steps (Scheme 4) [31]. The
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Published 20 May 2026

Preparation of 3-(alkylamino)imidazo[1,2-a]pyridine-2-carbaldehydes via Kornblum oxidation and unexpected ring-opening reactions of the corresponding alcohols under oxidative conditions

  • Sandile J. Mkhize,
  • Memory Zimuwandeyi,
  • Manuel A. Fernandes,
  • Amanda L. Rousseau and
  • Moira L. Bode

Beilstein J. Org. Chem. 2026, 22, 763–770, doi:10.3762/bjoc.22.58

Graphical Abstract
  • ester being recovered. Thus, for the preparation of the aldehydes we opted for reduction of the esters 13a–d and 13f to their corresponding alcohol derivatives (17) followed by oxidation to the aldehyde. Esters 13a–c were readily converted into the corresponding alcohols 17a–c in excellent yields of 92
  • . Unexpected aldehyde formation from tosylation reaction. Kornblum oxidation to give imidazo[1,2-a]pyridine-2-carbaldehydes 20. Yield over two steps from the alcohol is shown in parentheses. Compound 20d was used crude in the reductive amination reaction. Reductive amination reactions to give target molecules
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Published 19 May 2026

Rongalite addition to dienones: diastereoselectivity in cyclic sulfone synthesis; stereochemical rationalization and prospects as a general conjugate nucleophile

  • Melina Goga,
  • Hao Zong,
  • James Franco,
  • Jazmine Prana,
  • Rudolph Michel,
  • Antonia Muro,
  • Elana Rubin,
  • Janet Brenya,
  • Henk Eshuis and
  • Magnus W. P. Bebbington

Beilstein J. Org. Chem. 2026, 22, 742–752, doi:10.3762/bjoc.22.56

Graphical Abstract
  • . The major product was isolated and assigned as 5 (from axial attack of a small hydride reagent) [24]. From analysis of the NMR spectra of 5, it was clear that the molecule retained symmetry following reduction, reflected in the reduced number of signals in both 1H and 13C spectra compared to alcohol 4
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Published 13 May 2026

Synthesis of heterocycles based on azomethine ylides from α-amino acids (or amines) and carbonyl compounds

  • Ekaterina V. Berezhnaya,
  • Alexander I. Ponyaev,
  • Vitali M. Boitsov and
  • Alexander V. Stepakov

Beilstein J. Org. Chem. 2026, 22, 705–741, doi:10.3762/bjoc.22.55

Graphical Abstract
  • yields, diastereo- and enantioselectivities of analogous (3 + 2) cycloaddition reactions were achieved using new chiral catalytic systems, in particular, Zn(II)-imidazolinyl-[2.2]paracyclophanol (UCDImphanol) ligand [40] and Zn(II)-ferrocenyl-substituted aziridino alcohol ligand [41]. Later in 2005, the
  • using benzyl alcohols as aldehyde precursors to prepare fused heterocycles [84]. The authors note that the iridium-catalyzed oxidation of benzyl alcohol 108 to the corresponding aldehyde initially occurs. This is followed by condensation of the aldehyde with proline (103) and subsequent decarboxylation
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Published 13 May 2026

Synthesis of depressin, cryptomeridiol and 4-epi-cryptomeridiol enabled by a terpenoid chiral pool-producing platform

  • Yao Kong,
  • Tao Wang,
  • Chen Wang,
  • Pengcheng Zhang,
  • Yuanning Liu,
  • Kaibiao Wang,
  • Fen Liu,
  • Hongli Jia and
  • Zhengren Xu

Beilstein J. Org. Chem. 2026, 22, 683–690, doi:10.3762/bjoc.22.53

Graphical Abstract
  • reaction occurred (CuBr, RuCl3) or complex mixtures were obtained (CrO3, PDC, SeO2). We then transformed the allylic alcohol 8 into the less reactive enone derivative 9 using Dess–Martin periodinane (DMP) in 83% yield. The enone 9 could be condensed with 2,4-dinitrophenylhydrazine to give the hydrazone
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Published 05 May 2026

Continuous-flow carbonyl hydrogenation under subatmospheric to atmospheric hydrogen pressure enabled by robust heterogeneous Pt–Fe catalysts

  • Hiroyuki Miyamura,
  • Ryosuke Kajiyama,
  • Shun-ya Onozawa,
  • Yoshihiro Kon and
  • Shū Kobayashi

Beilstein J. Org. Chem. 2026, 22, 575–582, doi:10.3762/bjoc.22.43

Graphical Abstract
  • alcohol product is key for a high catalytic turnover. The polar solvent, EtOAc, facilitates the desorption of the formed alcohol by stabilizing it in the solution phase, leading to the smooth product desorption and following substrate adsorption. Although methanol and THF are also polar solvents, they can
  • ) was converted to the corresponding alcohol 2d in 89% yield under continuous-flow conditions at room temperature (Table 2, entry 3). The desired product 2d was obtained quantitatively at 50 °C (Table 2, entry 4). It is noteworthy that an analytically pure compound (confirmed by 1H and 13C NMR) was
  • isolated by simple evaporation of the solvent (Table 2, entry 4). Tetralone (1e) was also hydrogenated smoothly to afford the corresponding alcohol 2e in 88% yield at room temperature (Table 2, entry 5). Ethyl benzoylacetate (1f) was converted to the corresponding alcohol 2f quantitatively while retaining
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Published 10 Apr 2026

Modern synthetic pathways towards eribulin and its subunits

  • Sebastian Dominik Graf

Beilstein J. Org. Chem. 2026, 22, 495–526, doi:10.3762/bjoc.22.37

Graphical Abstract
  • metathesis with ethyl acrylate, acidic cleavage of the diol protecting group and addition of NaH induced the oxy-Michael reaction towards 18 in 4:1 dr. Reduction of the ester moiety, subsequent protection with TBDPSCl and methylation of the secondary alcohol furnished 19. After Bn-deprotection, iodination
  • –Kishi (NHK) coupling and Pd-mediated cyclization. Fragment 31 was synthesized from known precursor 28 [74] in 9 steps via MMTr-protection, replacement of the Bn- with TBDMS-protecting groups, hydroxylation of sulfone 29 to alcohol 30, tosylation, bromide substitution, acidic MMTr-cleavage and DMP
  • . Eventual change of the two PNB- with TBDMS-protecting groups yielded 45 in 58%. Notably, by this technique, the central pyran motif was assembled in one step and required only the stereoinformation of 42`s alcohol unit, while in former works two individual steps and the use of expensive metal catalysts
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Published 19 Mar 2026

Recent advances in the stereoselective synthesis of distal biaxially chiral molecules

  • Fanxing Zhou,
  • Chen Zhang,
  • Lingyu Sun,
  • Yiyun Fang,
  • Siming Zheng,
  • Lina Hu,
  • Mengyang Shen,
  • Zhen Zhao,
  • Wei Xu,
  • Yunqiang Sun and
  • Zi-Qiang Rong

Beilstein J. Org. Chem. 2026, 22, 461–479, doi:10.3762/bjoc.22.34

Graphical Abstract
  • -containing five-membered rings with iridium complexes and examined the influence of different alcohol protecting groups on the monoalkyne substrates. The reaction proceeded in generally high yields (>70%) with satisfactory enantioselectivity. Building on this work, Shibata and Tsuchikama developed a one-pot
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Published 16 Mar 2026

Synthesis and stereochemical analysis of dynamic planar chiral oxa[7]orthocyclophene

  • Yukiho Hashimoto,
  • Yuuya Kawasaki,
  • Kazunobu Igawa and
  • Katsuhiko Tomooka

Beilstein J. Org. Chem. 2026, 22, 436–442, doi:10.3762/bjoc.22.30

Graphical Abstract
  • of propargyl alcohol 3 and the alkyne moiety in 3 can be introduced by an alkynylation of the formyl group of aldehyde 4. Thus, we started this synthesis from O-protected 2-bromobenzyl alcohol derivative 5 for the introduction of the propanal moiety of 4 by a Heck reaction with allyl alcohol. The
  • synthetic route for the C6-iodo-substituted 1ad is shown in Scheme 2. The Heck reaction of O-TIPS-protected 5a with allyl alcohol in the presence of a palladium catalyst provided the aldehyde 4a in 78% yield [9]. The reaction of 4a with CBr4 and PPh3, followed by treatment with n-BuLi, afforded the terminal
  • alkyne 6. Subsequent preparation of the lithium acetylide using n-BuLi, followed by treatment with formaldehyde, afforded propargyl alcohol 3a in 70% yield over three steps. The reaction of 3a with Red-Al generated a vinyl aluminum species, which was then treated with iodine to provide the iodinated Z
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Published 11 Mar 2026

Dialkylaminoalkylation of β-ketosulfones via ring-opening of 3-sulfonylpyrrolidines

  • Evgeny M. Buev,
  • Alexander V. Pavlushin,
  • Vladimir S. Moshkin and
  • Vyacheslav Y. Sosnovskikh

Beilstein J. Org. Chem. 2026, 22, 383–389, doi:10.3762/bjoc.22.26

Graphical Abstract
  • broad spectrum of pharmacological activities [1][2][3] and synthetic potential [4][5]. Also noteworthy are γ-aminosulfones, which form the backbone of important pharmaceuticals including the antiglaucoma drug dorzolamide [6], acamprosate for alcohol craving suppression [7], and bicalutamide, an
  • domino-process consists in nucleophilic addition of the alcohol, mercaptan or water (in case the reaction was performed in CH3CN) at the benzoyl group (Scheme 3). The subsequent ring-opening of the pyrrolidine ring can proceed via two possible pathways. First path is the tandem Grob-type fragmentation
  • similar process of the reductive elimination of chlorine or chlorosulfonyl groups at the β-position to sulfone [45]. We also examined the starting ammonium salt 3a in the reductive ring-cleavage. As the result, butanamine 5 was formed in 18% yield along with benzylic alcohol. An increase of the reaction
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Published 03 Mar 2026

Recent advances in the cleavage of non-activated amides

  • Eun-Sol Choi and
  • Hyo-Jun Lee

Beilstein J. Org. Chem. 2026, 22, 352–369, doi:10.3762/bjoc.22.23

Graphical Abstract
  • introduced at the R1 position (37, 39% yield). The SO2F2-promoted esterification begins with the formation of fluorosulfate K through the reaction of the alcohol with SO2F2. This intermediate then undergoes an SN2 attack by the tautomeric form of amide, generating the iminium species L. In wet solvents (path
  • bromine (Br2), which converts the amide into N-bromobenzamide. Meanwhile, at the cathode, the alcohol is partially deprotonated to form an alkoxide, which engages in a stabilizing hydrogen-bonding interaction to produce the acid–base pair V. Nucleophilic attack of V on N-bromobenzamide forms a tetrahedral
  • bulky tertiary alcohol 1-adamantanol afforded the ester product 150 in moderate 43% yield. Notably, this esterification protocol is compatible with structurally complex nucleophiles, enabling late-stage modification of drug-derived amides and bioactive OH-containing molecules 153–157. Base-promoted
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Published 19 Feb 2026

Synthesis of tricyclic fused pyrrolidine nitroxides from 2-alkynylpyrrolidine-1-oxyls

  • Mark M. Gulman,
  • Yuliya F. Polienko,
  • Sofia Yu. Trakhininа,
  • Yuri V. Gatilov,
  • Tatyana V. Rybalova,
  • Sergey A. Dobrynin and
  • Igor A. Kirilyuk

Beilstein J. Org. Chem. 2026, 22, 344–351, doi:10.3762/bjoc.22.22

Graphical Abstract
  • group, respectively. The elemental analyses data and high-resolution mass spectra (HRMS) of 6a,b were in agreement with the assigned structure. Oxidation of propargyl alcohols is another way to α,β-acetylenic carbonyl compounds [31]. Mild oxidation of propargyl alcohol 2c with activated manganese
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Published 19 Feb 2026

Ring contraction and ring expansion reactions in terpenoid biosynthesis and their application to total synthesis

  • Nicolas Kratena,
  • Nicolas Heinzig and
  • Peter Gärtner

Beilstein J. Org. Chem. 2026, 22, 289–343, doi:10.3762/bjoc.22.21

Graphical Abstract
  • alcohol 51b, carbocation 51c is generated and undergoes a 1,2-alkyl shift of the ketone moiety, forming a new bridged 7-membered ring (51d), and completing the skeletal adjustment. A final elimination to the exocyclic olefin delivers the complex, caged structure of anditomin (52). Apart from this D-ring
  • shift and aqueous quench of the cation 97b, expanding the 5-membered ring into the allo-cedrane carbon framework, furnishes the proposed biogenetic precursor 97c. Following protonation of the bridgehead alcohol, a Wagner–Meerwein rearrangement, and a 1,2-hydride shift builds up the tricyclo[5.2.1.01,6
  • reactive pathway consists of an alkene isomerisation from the propenyl-substituent at C-5, followed by protonation of the C-7 alcohol to give intermediate 116a. From here a transannular cyclopropanation affords the cation 116b, which upon nucleophilic attack of water provides 116c. Expulsion of acetone
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Published 17 Feb 2026

A mild and atom-efficient four-component cascade strategy for the construction of biologically relevant 4-hydroxyquinolin-2(1H)-one derivatives

  • Dmitrii A. Grishin,
  • Kseniia I. Sharkovskaia,
  • Ilya G. Kolmakov,
  • Daria A. Ipatova,
  • Rostislav A. Petrov,
  • Nikolai D. Dagaev,
  • Dmitry A. Skvortsov,
  • Maria G. Khrenova,
  • Valeriy V. Andreychev,
  • Sergei A. Evteev,
  • Yan A. Ivanenkov,
  • Roman L. Antipin,
  • Olga А. Dontsova and
  • Elena K. Beloglazkina

Beilstein J. Org. Chem. 2026, 22, 244–256, doi:10.3762/bjoc.22.18

Graphical Abstract
  • presumably proceed through in situ formation of the Michael acceptor from the condensation of an aromatic aldehyde with Meldrum’s acid, followed by decarboxylation and lactonization to yield the pyranoquinolinedione products (Scheme 1). We hypothesized that employing an alcohol as solvent could induce
  • nucleophilic attack by the alcohol on the carbonyl group of the Meldrum’s acid fragment, thereby favoring formation of an open-chain ester rather than a lactone upon decarboxylation. Following this rationale, the reaction of 4-hydroxyquinolin-2-ones 2a–c, 3,4-dimethoxybenzaldehyde, and Meldrum’s acid in
  • involving 4-hydroxyquinolinones 2a–c, veratraldehyde, and Meldrum’s acid in alcohol (methanol or ethanol) with ʟ-proline catalysis. Importantly, by employing the alcohol simultaneously as both a reactant and the reaction medium and by fine-tuning the reaction conditions, this cascade can be deliberately
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Published 09 Feb 2026

Synthesis of diaryl phosphates using phytic acid as a phosphorus source

  • Kazuya Asao,
  • Seika Matsumoto,
  • Haruka Mori,
  • Riku Yoshimura,
  • Takeshi Sasaki,
  • Naoya Hirata,
  • Yasuyuki Hayakawa and
  • Shin-ichi Kawaguchi

Beilstein J. Org. Chem. 2026, 22, 213–223, doi:10.3762/bjoc.22.15

Graphical Abstract
  • the other mechanism is based on an E2 reaction, which involves the elimination of phosphoric acid accompanied by alkene formation. The phosphoric acid ester of a secondary alcohol releases phosphoric acid and alkenes through thermal degradation, which has been previously observed using isosorbide
  • different mechanisms. In addition, the DPpyP 31P NMR peak increases and decreases in conjunction with the decrease of the MPP peak and increase of the DPP peak, suggesting that DPpyP acts as an intermediate in the DPP formation process. When alcohol 1c was used (Figure 3), the reaction stopped mainly at the
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Published 30 Jan 2026

Circumventing Mukaiyama oxidation: selective S–O bond formation via sulfenamide–alcohol coupling

  • Guoling Huang,
  • Huarui Zhu,
  • Shuting Zhou,
  • Wanlin Zheng,
  • Fangpeng Liang,
  • Zhibo Zhao,
  • Yifei Chen and
  • Xunbo Lu

Beilstein J. Org. Chem. 2026, 22, 158–166, doi:10.3762/bjoc.22.9

Graphical Abstract
  • previously disclosed a PIDA-mediated oxidative strategy for alcohol incorporation via activation of the S–NH bond (Scheme 1a) [14]. More recently, Wu and co-workers advanced the field by developing a dynamic kinetic resolution protocol for the enantioselective synthesis of sulfinimidate esters from racemic
  • , we anticipated that an NBS/NaHCO3-based protocol would provide a more practical and chiral-alcohol-compatible alternative to our previous PIDA system. A conceptual comparison between our previous PIDA-mediated protocol and the present NBS/NaHCO3-mediated protocol is summarized in Scheme 1. However
  • lower yields were observed in THF and toluene (Table 1, entries 11 and 12), likely due to poor miscibility or reactivity under the reaction conditions. These findings provide a useful basis for further extending the method to structurally more complex or less soluble alcohol substrates. With the
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Published 20 Jan 2026

Total synthesis of natural products based on hydrogenation of aromatic rings

  • Haoxiang Wu and
  • Xiangbing Qi

Beilstein J. Org. Chem. 2026, 22, 88–122, doi:10.3762/bjoc.22.4

Graphical Abstract
  • benzylic alcohol with TFA/Et₃SiH afforded pyridine 95, which underwent a one-pot sequence of indole protection, methylation, and hydrogenation to furnish tetrahydropyridine 96. In contrast to Vollhardt’s synthesis, the unsaturation was misaligned with that of the natural product, most likely arising from
  • steps. The authors then utilized their own palladium-catalyzed intramolecular α-acylation followed by protection of the carbonyl group to obtain the diketal 99. Birch reduction of 99 afforded the enone, which was then subjected to a Luche reduction to get the allylic alcohol 100. A Johnson–Claisen
  • , constructing the [2.2.2]-bridged ring within the (+)-nominine followed by protection of the primary alcohol as mesylate. Using lithium bromide as the bromine source, an SN2 reaction was performed, and the allylic position was oxidized with tert-butyl peroxide and selenium dioxide to generate the enone 104
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Published 07 Jan 2026

Advances in Zr-mediated radical transformations and applications to total synthesis

  • Hiroshige Ogawa and
  • Hugh Nakamura

Beilstein J. Org. Chem. 2026, 22, 71–87, doi:10.3762/bjoc.22.3

Graphical Abstract
  • hydrogen atom from 1,4-cyclohexadiene to furnish the alcohol product. The active species Cp2ZrIII(OTf) is then regenerated via single-electron transfer (SET) from the Ir photocatalyst. Notably, the addition of thiourea 26 significantly improved the regioselectivity in this reaction. According to NMR
  • , affording the corresponding alcohol 28. In contrast, when substrates bearing a benzylic alcohol moiety at the α-position were subjected to the same conditions, the reaction proceeded through radical intermediate 31, which underwent a 1,5-hydrogen atom transfer (1,5-HAT) followed by intramolecular C–O bond
  • formation to give the cyclic acetal 33. This transformation was applicable to a range of oxetanes 30a–c bearing benzylic alcohol derivatives, each affording the corresponding cyclic acetals in good yields. In 2023, Ota and Yamaguchi et al. reported the hydrogenation of alkyl chlorides via halogen atom
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Published 05 Jan 2026

Synthesis and applications of alkenyl chlorides (vinyl chlorides): a review

  • Daniel S. Müller

Beilstein J. Org. Chem. 2026, 22, 1–63, doi:10.3762/bjoc.22.1

Graphical Abstract
  • oxidation/halogenation reaction of allylic alcohols, as recently reported by Chisholm and co-workers (Scheme 36) [137]. Their approach involves oxidation of the allylic alcohol under Moffatt–Swern conditions, followed by halogenation of the resulting enone to generate a chloronium ion. Subsequent ring
  • acidity [145]. This transformation remained unexplored for nearly a decade until Kabalka demonstrated that the benzylic cation could be accessed directly from the corresponding alcohol via its conversion to the benzyloxyboron dichloride (Scheme 42) [146]. Subsequently, Kabalka reported an improved variant
  • access cyclohexenyl chlorides via chloride trapping of alkenyl cation intermediates (Scheme 48B) [157]. Comparable yields were obtained when either alkene or alcohol precursors were employed, consistent with the formation of a common cationic intermediate. The method proved limited to six-membered ring
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Published 02 Jan 2026

One-pot synthesis of ethylmaltol from maltol

  • Immanuel Plangger,
  • Marcel Jenny,
  • Gregor Plangger and
  • Thomas Magauer

Beilstein J. Org. Chem. 2025, 21, 2755–2760, doi:10.3762/bjoc.21.212

Graphical Abstract
  • reduction of the newly introduced secondary hydroxy group affords ethylmaltol (1) in four steps overall [1][4]. Different modifications of this approach have been developed, including performing the aldol addition before decarboxylation [5] or using different feedstock chemicals such as furfuryl alcohol
  • from corncob to access pyromeconic acid [6]. The second group of synthetic strategies takes advantage of furfural (4), which originates from the acid-catalyzed dehydration of agricultural biomass. It is then converted with an ethyl Grignard compound to alcohol 5 [7]. From alcohol 5, oxidation state
  • one-pot conversion of alcohol 5 to ethylmaltol (1) and various patents have focused on this transformation [14][15][16][17][18][19]. While maltol (2) can be obtained through analogous sequences from kojic acid (3) [4][20][21] or furfural (4) [7][9][11][12][13], it is naturally occurring in the leaves
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Published 29 Dec 2025

Total synthesis of asperdinones B, C, D, E and terezine D

  • Ravi Devarajappa and
  • Stephen Hanessian

Beilstein J. Org. Chem. 2025, 21, 2730–2738, doi:10.3762/bjoc.21.210

Graphical Abstract
  • bond formation and functional group compatibility presented unforeseen challenges. Methods for the chemical synthesis of prenyltryptophans (approach A, A–C) are scarce [25][26]. Adopting a bio-inspired approach, Ishikawa et al. treated tryptophan ethyl ester with prenyl alcohol in the presence of 2
  • product 11 in 37% yield (Scheme 2). Despite the modest yield, product 11 was transformed to the corresponding tertiary alcohol 12. Removal of the N-Piv group and dehydration with the Burgess reagent [35] led to an inseparable mixture of olefins slightly in favor of the exo-olefin isomer. Dehydration in
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Published 17 Dec 2025
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