Highly Stereoselective aza‐Baylis–Hillman Reactions of CF₃‐Sulfinylimines: Straightforward Access to α‐Methylene β‐CF₃ β‐Amino Acids

Abstract

Abstract 1,4‐Diazabicyclo[2.2.2]octane‐catalyzed asymmetric aza‐Baylis–Hillman (ABH) reaction of ( R )‐ N ‐ tert ‐butanesulfinyl‐(3,3,3)‐trifluoroacetaldimine with various Michael acceptors proceeds with exceptionally high rates and stereochemical outcome. This ABH approach provides convenient and practical access to previously unknown enantiomerically pure α‐methylene β‐CF 3 β‐amino esters/acids, forthright useable for peptide synthesis.