Ureidopeptide??Based Brønsted Bases: Design, Synthesis and Application to the Catalytic Enantioselective Synthesis of β??Amino Nitriles from (Arylsulfonyl) …

S Diosdado, R Lopez, C Palomo

Index: Diosdado, Saioa; Lopez, Rosa; Palomo, Claudio Chemistry - A European Journal, 2014 , vol. 20, # 21 p. 6526 - 6531

Full Text: HTML

Citation Number: 10

Abstract

Abstract The addition of cyanoalkyl moieties to imines is a very attractive method for the preparation of β-amino nitriles. We present a highly efficient organocatalytic methodology for the stereoselective synthesis of β-amino nitriles, in which the key to success is the use of ureidopeptide-based Brønsted base catalysts in combination with (arylsulfonyl) acetonitriles as synthetic equivalents of the acetonitrile anion. The method gives access to a variety of ...