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Hf(IV)-catalyzed enantioselective epoxidation of N-alkenyl sulfonamides and N-tosyl imines.

ABSTRACT: Asymmetric epoxidation of allylic and homoallylic amine derivatives catalyzed by Hf(IV)-bishydroxamic acid complexes is described. Under similar conditions, aldimine and ketimine produced oxaziridines. The sulfonyl group is demonstrated to be an effective directing group for these transformations.

SUBMITTER: Olivares-Romero JL

PROVIDER: S-EPMC3443980 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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Hf(IV)-catalyzed enantioselective epoxidation of N-alkenyl sulfonamides and N-tosyl imines.

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

Journal of the American Chemical Society 20120320 12

Asymmetric epoxidation of allylic and homoallylic amine derivatives catalyzed by Hf(IV)-bishydroxamic acid complexes is described. Under similar conditions, aldimine and ketimine produced oxaziridines. The sulfonyl group is demonstrated to be an effective directing group for these transformations. ...[more]

PMID: 22420598

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