Catalytic enantioselective inverse electron demand hetero-Diels-Alder reaction with allylsilanes.

ABSTRACT

The first diastereo- and enantioselective inverse electron demand hetero-Diels-Alder reaction of ß,γ-unsaturated α-ketoesters with allylsilanes is described. Chiral copper(II) catalysts successfully activate the ß,γ-unsaturated α-ketoesters and promote the reaction with allylsilanes with excellent enantioselectivities. This process represents a new entry to chiral oxanes.