Enantioselective construction of quaternary asymmetric carbon centers using an aldol reaction of trimethoxysilyl enol ethers catalyzed by lithium binaphtholate

Abstract

An aldol reaction of 2,2-disubstituted trimethoxysilyl enol ethers with aldehydes catalyzed by a dilithium salt of ( R)-3,3′-dichlorobinaphthol afforded the corresponding aldol adducts with quaternary carbon centers in high anti-selectivities ( syn: anti = ∼1:50) and enantioselectivities (∼90% ee).