Highly Enantioselective Catalytic Thiolysis of Prochiral Cyclic Dicarboxylic Anhydrides Utilizing a Bifunctional Chiral Sulfonamide

Abstract

A catalytic desymmetrization is achieved for various prochiral dicarboxylic anhydrides with yields of 87–100 % and ee values of 83–98 % through the title reaction (see scheme; Bn=benzyl). The bifunctional effect of the chiral sulfonamide catalyst was clarified on the basis of unsuccessful asymmetric induction by using the related chiral sulfonamides. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2005/z501408_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.