Ammonium-directed dihydroxylation of 3-aminocyclohex-1-enes: development of a metal-free dihydroxylation protocol.

Treatment of 3-aminocyclohex-1-enes with mCPBA in the presence of trichloroacetic acid gives the corresponding 1,2-anti-2,3-syn-1-trichloroacetoxy-2-hydroxy-3-aminocyclohexane with high levels of diastereoselectivity (90% de). This is consistent with a mechanism of oxidation involving hydrogen-bonde...

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Bibliographic Details
Main Authors: Aciro, C, Claridge, T, Davies, S, Roberts, P, Russell, A, Thomson, J
Format: Journal article
Language:English
Published: 2008