Stereocontrolled addition of enolates to chiral 2‐acyl‐1,3‐oxathiane derivatives

Abstract

Abstract Both enantiomers of 3‐hydroxyalkanoates and ‐alkanones were prepared by the diastereocontrolled addition of enolates to ketones containing ( R )‐6‐methyl‐1,3‐oxathiane moiety as a chiral auxiliary; a formation of enolate from samarium(II) iodide and α‐bromoamide is also discussed. Chirality 15:38–40, 2003. © 2002 Wiley‐Liss, Inc.