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Synfacts 2006(1): 0071-0071
DOI: 10.1055/s-2005-921711
DOI: 10.1055/s-2005-921711
Bioorganic Chemistry and Organocatalysis
© Georg Thieme Verlag Stuttgart · New York
Antibody-Catalyzed Asymmetric Intramolecular Michael Reaction
R. Weinstein, R. A. Lerner, III, C. F. Barbas, D. Shabat*
Tel-Aviv University, Israel and The Scripps Research Institute, La Jolla, USA
Further Information
Publication History
Publication Date:
16 December 2005 (online)
Significance
Catalytic asymmetric intramolecular Michael reactions are of use for the construction of disubstituted cyclopentanes (B. List et al. Angew. Chem. Int. Ed. 2004, 43, 3958-3960). This paper describes the utility of commercially available aldolase antibody 38C2, which provides cis-disubstituted cyclopentanes in very good diastereomeric ratios and up to 98% ee (7 examples).