Asymmetric Hetero‐Ene Reactions of Trimethylsilyl Enol Ethers Catalyzed by Tridentate Schiff Base Chromium(III) Complexes

• DOI: 10.1002/anie.200351591
• Publication Date: 2003-10-10T23:09:05Z
• Authors: Rebecca T. Ruck; Eric N. Jacobsen
• Keywords: Trimethylsilyl; Ene reaction; Enol ether; Silyl enol ether

A concerted ene reaction between silyl enol ethers and simple aldehydes is catalyzed by chiral (Schiff base) CrIII complexes with high stereoselectivity (see scheme). This method leads directly to enantioenriched β-hydroxy ether derivatives, which are known be useful intermediates for the stereocontrolled synthesis of substituted polyol frameworks.