Enantioselective Conjugate Addition of Azlactones to Nitroolefins with a Thiourea-Based Bifunctional Organocatalyst

‡ These authors contributed equally to this work.

Abstract

A bifunctional, thiourea-based, cinchona alkaloid derived catalyst showed a high catalytic activity in an enantioselective conjugate addition of azlactones to nitroolefins to give a series of diastereopure N,O-aminals in high yields and with high enantioselectivities. The method provides a potential tool for the stereoselective construction of β-amino acid derivatives.

Key words

enantioselectivity - azlactones - conjugate addition - aminals - asymmetric catalysis - nitroalkenes

• References and Notes

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