New Oxazaborolidine Catalysts for the Diels–Alder Reaction

Dedicated to Professor Dieter Enders

Abstract

A new axially chiral oxazaborolidine catalyst has been developed. This catalyst consists of a chiral boronic acid and an easily modifiable achiral amino alcohol. It could be applied to a Diels–Alder reaction to give the corresponding adduct with good enantioselectivity. Additionally, the bis(oxazaborolidine) catalyst, bearing two Lewis acidic centers enabled a Diels–Alder reaction with higher enantioselectivity.

Key words

Diels–Alder reaction - boronic acids - Lewis acid - asymmetric synthesis - oxazaborolidines

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