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Search for "rhodium" in Full Text gives 182 result(s) in Beilstein Journal of Organic Chemistry.

Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with secondary amine nucleophiles

  • Dingqiao Yang,
  • Ping Hu,
  • Yuhua Long,
  • Yujuan Wu,
  • Heping Zeng,
  • Hui Wang and
  • Xiongjun Zuo

Beilstein J. Org. Chem. 2009, 5, No. 53, doi:10.3762/bjoc.5.53

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  • alkenes is one of the most attractive because this reaction could potentially create two chiral centers in a single step. Pioneering work in this field was first described by Caple et al. [6] and the group of Lautens [7][8][9]. In the past decades, the group of Lautens and others reported rhodium
  • -catalyzed asymmetric ring-opening of oxabenzonorbornadiene with a wide range of nucleophiles including thiols [10], phenols [11], organoboronic acids [12][13], dialkylzincs [14][15], carboxylates [16], sulfur nucleophiles [17], and various amines [18][19]. In addition to rhodium catalysts, other transition
  • the desired products in moderate to good yields with good enantioselectivities. The iridium-catalyzed ARO reactions described in this article featured lower cost compared with rhodium-catalyzed ARO reactions, which provided potential applications in asymmetric synthesis of chiral building blocks. The
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Published 09 Oct 2009

Mitomycins syntheses: a recent update

  • Jean-Christophe Andrez

Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33

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  • of the indoline intermediate to the indole. The regioselectivity is in accord with the results of Adams who showed that the C–H bond with the highest electron density was the most likely to migrate during rhodium(II) mediated C–H insertion [113]. A related study assessed the possibility of
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Review
Published 08 Jul 2009

Asymmetric reactions in continuous flow

  • Xiao Yin Mak,
  • Paola Laurino and
  • Peter H. Seeberger

Beilstein J. Org. Chem. 2009, 5, No. 19, doi:10.3762/bjoc.5.19

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  • screened for reactivity and enantioselectivity with the rhodium catalyst [Rh(COD)2]BF4 within a 3 min residence time. With this device, very low catalyst/ligand loadings were used per run (ca. 0.1 μg of Rh catalyst), providing reliably reproducible results. Reactivity in the microreactor was found to be
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Published 29 Apr 2009

One-pot preparation of substituted pyrroles from α-diazocarbonyl compounds

  • Fernando de C. da Silva,
  • Mauricio G. Fonseca,
  • Renata de S. Rianelli,
  • Anna C. Cunha,
  • Maria C. B. V. de Souza and
  • Vitor F. Ferreira

Beilstein J. Org. Chem. 2008, 4, No. 45, doi:10.3762/bjoc.4.45

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  • quantity of rhodium(II) acetate in the presence of butyl vinyl ether to produce the corresponding 3-carbonyl-dihydrofurans 4–6. The rhodium catalyzed reaction of the α-diazocarbonyl compounds 1–3 was monitored by TLC chromatography. Evaporation of the solvents at the end of these reactions followed by
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Published 28 Nov 2008

Synthesis of (–)-Indolizidine 167B based on domino hydroformylation/cyclization reactions

  • Giuditta Guazzelli,
  • Raffaello Lazzaroni and
  • Roberta Settambolo

Beilstein J. Org. Chem. 2008, 4, No. 2, doi:10.1186/1860-5397-4-2

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  • Indolizidine 167B depicted here the construction of the bicyclic core still occurs via a pyrrolylbutanal; unlike the previous case, the aldehyde comes from rhodium-catalyzed hydroformylation of optically active (R)-3-(pyrrol-1-yl)hex-1-ene (1) (Scheme 1). The formed linear aldehyde 2a (Scheme 2), bearing an n
  • reduction gives the target compound (ee 92%) (Scheme 1). The rhodium-catalyzed hydroformylation of olefins is an important industrial tool for the production of aldehydes [10][11]. During the last few years, the oxo process has been employed also in the synthesis of fine chemicals especially integrated in
  • heteroaromatic olefins has a topic of our research for many years [15][16][17][18][19]; now it is the first time that the rhodium catalyzed hydroformylation is employed by us in the total synthesis of a target compound and as a key reaction in a domino process with a high number of steps. Results and Discussion
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Published 15 Jan 2008

The use of silicon- based tethers for the Pauson- Khand reaction

  • Adrian P. Dobbs,
  • Ian J. Miller and
  • Saša Martinović

Beilstein J. Org. Chem. 2007, 3, No. 21, doi:10.1186/1860-5397-3-21

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  • being reacted with each of molybdenum hexacarbonyl/DMSO[21]; tungsten pentacarbonyl/THF[22]; chromium hexacarbonyl and rhodium cycloooctadiene chloride dimer/pentafluorobenzaldehyde[23][24]. None of the promoters gave any Pauson-Khand adducts, although an interesting THF-insertion adduct was obtained
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Preliminary Communication
Published 06 Jul 2007

Synthesis of highly substituted allenylsilanes by alkylidenation of silylketenes

  • Stephen P. Marsden and
  • Pascal C. Ducept

Beilstein J. Org. Chem. 2005, 1, No. 5, doi:10.1186/1860-5397-1-5

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  • prepared through rhodium(II)-mediated rearrangement of silylated diazoketones. Results A range of novel 1,3-disubstituted and 1,3,3-trisubstituted allenylsilanes were prepared using stabilised and semi-stabilised ylides. Alkylidenation with non-stabilised phosphorus ylides was not viable, but the use of
  • functional group tolerant approach to substituted silylketenes based upon a rhodium-mediated formal Wolff rearrangement of silylated diazoketones.[23] Related photolytic approaches also hold some promise.[24][25][26][27] These methods allow access for the first time to a wide range of substituted
  • our previously reported conditions for rhodium(II) octanoate-mediated rearrangement of silyl diazoketones 2,[23] which in turn were prepared by C-silylation of the parent diazoketones 3 with triethylsilyl triflate,[28] Scheme 1, Table 1. It should be noted that while the alkyl-substituted silylketenes
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Published 26 Aug 2005
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