Lewis Base Catalyzed Enantioselective Allylation of ,β-Unsaturated Aldehydes

摘要

Being selective: The catalytic allylation of ,β-unsaturated aldehydes with allyltrichlorosilane in the presence of chiral 3,3′-unsymmetrically substituted bis(tetrahydroisoquinoline) N,N-dioxides was explored. The allylation of various aldehydes proceeded under mild reaction conditions (−78 °C) with high yields and enantioselectivity (see scheme). This allylation was applied in the synthesis of (S)-(−)-goniothalamin.