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

Journal of the American Chemical Society (2012-03-17)
José Luis Olivares-Romero, Zhi Li, Hisashi Yamamoto
RÉSUMÉ

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.

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Hafnium, turnings, crystal bar, 99.7% trace metals basis