Trends in Asymmetric Michael Reactions Catalysed by Tripeptides in Combination with an Achiral Additive in Different Solvents

✍ Scribed by Svetlana B. Tsogoeva; Sunil B. Jagtap; Zoya A. Ardemasova; Victor N. Kalikhevich

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: English
• Weight: 128 KB
• Volume: 2004
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200400243

✦ Synopsis

Abstract

The potential of tripeptides 3, 6 and 12 as chiral catalysts for asymmetric Michael addition reactions in the presence of an achiral additive has been tested in different solvents (CHCl~3~, acetone, DMF, DMSO and the room‐temperature ionic liquid [bmim]PF~6~). The dependence of yields and enantiomeric excesses on the solvent used has been demonstrated. The experiments show that the combination of additive and peptides provides a catalytic system that appears to be better than the sum of its parts. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)