Catalytic Asymmetric Epoxidation of Aldehydes with Two Different Borate Catalysts of VANOL.

Author(s) Gupta, A.K.; Yin, X.; Mukherjee, M.; Desai, A.A.; Mohammadlou, A.; Jurewicz, K.; Wulff, W.Dean
Journal Angew Chem Int Ed Engl
Date Published 2018 Dec 17
Abstract

A highly diastereoselective and enantioselective method for the epoxidation of aldehydes with α-diazoacetamides has been developed with two different borate ester catalysts of VANOL. Both catalytic systems are general for aromatic, aliphatic and acetylenic aldehydes giving high yields and inductions for nearly all cases. One borate ester catalyst has two molecules of VANOL and the other only one VANOL. Catalysts generated from BINOL and VAPOL are ineffective catalysts. An application is made to the side-chain of taxol.

DOI 10.1002/anie.201809511
ISSN 1521-3773
Citation Gupta AK, Yin X, Mukherjee M, Desai AA, Mohammadlou A, Jurewicz K, et al. Catalytic Asymmetric Epoxidation of Aldehydes with Two Different Borate Catalysts of VANOL. Angew Chem Int Ed Engl. 2018.

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