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