Tetrahedron letters

A highly efficient resolution protocol for 2′-halo-α-methylbenzylamines

LM Klingensmith, KA Nadeau, GA Moniz

Index: Klingensmith, Liane M.; Nadeau, Kelly A.; Moniz, George A. Tetrahedron Letters, 2007 , vol. 48, # 26 p. 4589 - 4593

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Citation Number: 15

Abstract

A highly efficient resolution protocol for 2′-halo-α-methylbenzylamines is reported. Commercially available and inexpensive mandelic acid can be used for the resolution of the Br, Cl, and F derivatives to> 99% de in a single crystallization. In addition, the reduction of acetophenone oximes using borane-dimethylsulfide is presented as a method for the preparation of racemic amine precursors.