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Catalytic enantioselective epoxidation of tertiary allylic and homoallylic alcohols.

ABSTRACT: An efficient and versatile method for the enantioselective epoxidation of both tertiary allylic and homoallylic alcohols catalyzed by Hf(IV)-bishydroxamic acid (BHA) complexes is described. Asymmetric epoxidation, kinetic resolution, and desymmetrization have been developed, demonstrating the flexible nature of the Hf(IV)-BHA system. This is the first report in which these substrates were obtained with enantioselectivities of up to 99%.

SUBMITTER: Olivares-Romero JL

PROVIDER: S-EPMC3625140 | biostudies-literature | 2013 Mar

REPOSITORIES: biostudies-literature

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Catalytic enantioselective epoxidation of tertiary allylic and homoallylic alcohols.

Olivares-Romero José Luis JL Li Zhi Z Yamamoto Hisashi H

Journal of the American Chemical Society 20130219 9

An efficient and versatile method for the enantioselective epoxidation of both tertiary allylic and homoallylic alcohols catalyzed by Hf(IV)-bishydroxamic acid (BHA) complexes is described. Asymmetric epoxidation, kinetic resolution, and desymmetrization have been developed, demonstrating the flexible nature of the Hf(IV)-BHA system. This is the first report in which these substrates were obtained with enantioselectivities of up to 99%. ...[more]

PMID: 23406082

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