Lipase‐Catalyzed Domino Dynamic Kinetic Resolution of Racemic 3‐Vinylcyclohex‐2‐en‐1‐ols/Intramolecular Diels–Alder Reaction: One‐Pot Synthesis of Optically Active Polysubstituted Decalins

Abstract

Combining chemistry: The use of a lipase and a ruthenium catalyst allows the direct preparation of polysubstituted decalines with high optical and chemical yields from racemic alcohols (see scheme). The lipase-catalyzed kinetic resolution of the racemic alcohols, the ruthenium-catalyzed racemization of the slow-reacting enantiomers, and an intramolecular Diels–Alder reaction of the resultant esters all occur under identical conditions. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2004/z53044_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.