Total synthesis and biological evaluation of fluorinated cryptophycins

• Christine Weiß,
• Tobias Bogner,
• Benedikt Sammet and
• Norbert Sewald

Beilstein J. Org. Chem. 2012, 8, 2060–2066, doi:10.3762/bjoc.8.231

• pentafluorophenylalanine building block 26. Reagents and conditions: (a) pyridine, trichloroethanol, DCC, CH2Cl2, 0 °C, 20 h; (b) 1. TFA, rt, 2 h; 2. NEt3, acryloylchloride, CH2Cl2, 0 °C, 7 h. Convergent synthesis of the pentafluorinated cryptophycin 31. Reagents and conditions: (a) Grubbs II catalyst, CH2Cl2, reflux, 16

Convergent synthesis of the tetrasaccharide repeating unit of the cell wall lipopolysaccharide of Escherichia coli O40

• Abhijit Sau and
• Anup Kumar Misra

Beilstein J. Org. Chem. 2012, 8, 2053–2059, doi:10.3762/bjoc.8.230

Synthesis of multivalent host and guest molecules for the construction of multithreaded diamide pseudorotaxanes

• Nora L. Löw,
• Egor V. Dzyuba,
• Boris Brusilowskij,
• Lena Kaufmann,
• Elisa Franzmann,
• Wolfgang Maison,
• Emily Brandt,
• Daniel Aicher,
• Arno Wiehe and
• Christoph A. Schalley

Beilstein J. Org. Chem. 2012, 8, 234–245, doi:10.3762/bjoc.8.24

• utilized to couple the binding sites to appropriate spacer groups. Through this “Lego” or “toolbox” approach, the convergent synthesis of host and guests with a well-defined number of the binding sites is possible. In addition, the spatial arrangement of the binding sites can be controlled through the

Convergent synthesis of the tetrasaccharide repeating unit of the O-antigen of Shigella boydii type 9

• Abhishek Santra and
• Anup Kumar Misra

Beilstein J. Org. Chem. 2011, 7, 1182–1188, doi:10.3762/bjoc.7.137

• towards the preparation of glycoconjugates, we report herein a convergent chemical synthesis of the tetrasaccharide as its 4-methoxyphenyl glycoside 1 corresponding to the O-antigen of Shigella boydii type 9 using a [2 + 2] block glycosylation strategy (Figure 2). Results and Discussion The convergent

• synthesis of the target tetrasaccharide 1 as its 4-methoxyphenyl glycoside has been achieved applying a number of recently developed elegant reaction methodologies. A number of notable features are present in the synthetic strategy, which are (a) convergent [2 + 2] block glycosylation; (b) application of

An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

• Marcus Baumann,
• Ian R. Baxendale,
• Steven V. Ley and
• Nikzad Nikbin

Beilstein J. Org. Chem. 2011, 7, 442–495, doi:10.3762/bjoc.7.57

Polar tagging in the synthesis of monodisperse oligo(p-phenyleneethynylene)s and an update on the synthesis of oligoPPEs

• Dhananjaya Sahoo,
• Susanne Thiele,
• Miriam Schulte,
• Navid Ramezanian and
• Adelheid Godt

Beilstein J. Org. Chem. 2010, 6, No. 57, doi:10.3762/bjoc.6.57

• severe structural defect. Polar tags in the side chain In spite of its efficiency, the divergent-convergent synthesis of oligoPPEs involves considerable effort, especially as a result of the chromatography which is required after each alkynyl–aryl coupling. In the case of the synthesis of oligoPPEs with

Convergent syntheses of Le^X analogues

• An Wang,
• Jenifer Hendel and
• France-Isabelle Auzanneau

Beilstein J. Org. Chem. 2010, 6, No. 17, doi:10.3762/bjoc.6.17

• efficient and convergent preparation of these three Lex analogues. Keywords: Birch reduction; convergent synthesis; desulfurization; Lewis X; Introduction Our group is involved in the design of new anti-cancer vaccines based on the Tumor Associated Carbohydrate Antigen (TACA) dimeric Lex (dimLex) [1][2][3

• ][30][31][32][33][34]; 3. a block approach in which a lactosamine derivative prepared from lactose is subjected to fucosylation at O-3 [35][36]. Whereas these reports usually describe the preparation of one compound to be used in a specific experiment, we describe here the convergent synthesis of the

• 1264.5509. Structure of Lex analogues 1–3. Monosaccharide glycosyl acceptors (4–6) and donors (7–9) used in this study. Synthesis of monosaccharide glycosyl acceptors 4–6. Synthesis of the galactosyl donor 8. Convergent synthesis of trisaccharides 29–32. Proposed mechanism for the desulfurization of

Sordarin, an antifungal agent with a unique mode of action

• Huan Liang

Beilstein J. Org. Chem. 2008, 4, No. 31, doi:10.3762/bjoc.4.31

• resulted in quantitative formation of sordaricin methyl ester. Nucleophilic cleavage of the methyl ester by n-PrSNa led to sordaricin (2). In short, a convergent synthesis of sordaricin was accomplished in 27 steps and in 3% overall yield from (+)- and (−)-oxodicyclopentadiene (21). Narasaka’s synthesis of