Preparation of Protected Allylic Primary Amines from Allylic Phenyl Selenides

Jeffrey N. Fitzner Department of Chemistry, University of Washington, Seattle, WA, 98195

Regan G. Shea Department of Chemistry, University of Washington, Seattle, WA, 98195

John E. Fankhauser Department of Chemistry, University of Washington, Seattle, WA, 98195

Paul B. Hopkins Department of Chemistry, University of Washington, Seattle, WA, 98195

Abstract

The reaction of an allylic selenide with an excess of an O-alkyl-N-chloro-N-sodiocarbamate in methanol affords an alkoxycarbonyl-protected allylic primary amine with allylic transposition. The preparation of several tert-butoxycarbonyl- and benzyloxycarbonyl-protected amines is described.

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Preparation of Protected Allylic Primary Amines from Allylic Phenyl Selenides

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Preparation of Protected Allylic Primary Amines from Allylic Phenyl Selenides

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