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Oxidative entry to α-oxy N-acyl aminals and hemiaminals: efficient formation of 2-(N-acylaminal) substituted tetrahydropyrans
Authors:Xianhai Huang  Ning Shao  Anandan Palani  Robert Aslanian
Affiliation:Department of Chemical Research, Schering-Plough Research Institute, Kenilworth, NJ 07033, USA
Abstract:An efficient new method to synthesize α-oxy N-acyl aminals and hemiaminals in a single step from readily synthesized N-acyl enamines has been developed using PhI(OAc)2 as the oxidant. The reaction conditions are very mild and the products are obtained in good yields (65-92%). A possible mechanistic pathway is laid out.
Keywords:(Diacetoxyiodo)benzene   N-Acyl enamines   α-Oxy N-acyl aminals and hemiaminals
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