Addition of Water to Zinc Triflate Promotes a Novel Reaction: Stereoselective Mannich-Type Reaction of Chiral Aldimines with 2-Silyloxybutadienes

Abstract

A novel stereoselective Mannich-type reaction of chiral aldimines with 2-silyloxybutadienes in the presence of zinc triflate and water has been achieved. The diastereoselectivities of the products were 74-90% de, and no cycloadducts were detected. Classical Mannich-type products were also obtained by using zinc triflate and water with high diastereoselectivities.