Chemistry–An Asian Journal

Catalyst versus Substrate Induced Selectivity: Kinetic Resolution by Palladacycle Catalyzed Allylic Imidate Rearrangements

R Peters, Z Xin, F Maier

Index: Peters, Rene; Xin, Zhuo-Qun; Maier, Frank Chemistry - An Asian Journal, 2010 , vol. 5, # 8 p. 1770 - 1774

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Citation Number: 30

Abstract

The PdII-catalyzed asymmetric aza-Claisen rearrangement [1] of allylic trihaloacetimidates [2, 3] enables the transformation of achiral linear allylic alcohols to chiral enantioenriched allylic trihaloacetamides, precursors of chiral allylic amines. Recent studies with planar chiral pentaphenyl ferrocene palladacycles have helped to gain a more detailed understanding of the origin of enantioselectivity for this reaction type.[2e] These ...

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