Organic Letters 2007-03-15

Chiral Diphenylprolinol TES ether promoted conjugate addition-aldol-dehydration reactions between alpha,beta-unsaturated aldehydes and 2-N-protected amino benzaldehydes.

Hao Li, Jian Wang, Hexin Xie, Liansuo Zu, Wei Jiang, Eileen N Duesler, Wei Wang

Index: Org. Lett. 9(6) , 965-8, (2007)

Full Text: HTML

Abstract

A conjugate addition-aldol-dehydration reaction of alpha,beta-unsaturated aldehydes with 2-N-protected amino benzaldehydes has been developed. The process is promoted by (S)-diphenylprolinol TES ether to afford synthetically useful 1,2-dihydroquinolines in high enantioselectivities with good yields. [reaction: see text]