Organic & Biomolecular Chemistry 2010-03-21

Brønsted acid-catalyzed efficient Strecker reaction of ketones, amines and trimethylsilyl cyanide.

Guang-Wu Zhang, Dong-Hua Zheng, Jing Nie, Teng Wang, Jun-An Ma

Index: Org. Biomol. Chem. 8(6) , 1399-405, (2010)

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Abstract

A general method for the one-pot, three-component Strecker reaction of ketones was developed using Brønsted acids as organocatalysts. A series of alpha-aminonitriles were obtained in good to excellent yields (79-99%). A preliminary extension to a catalytic enantioselective three-component Strecker reaction of ketones (up to 40% ee) is also described.