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A new approach to enantioselective cyanation of imines with Et2AlCN

Tetrahedron AsymmetryPublished 23 April 2004
Shuichi Nakamura, Naoki Sato, Masashige Sugimoto, Takeshi Toru
Citations113

Abstract

An enantioselective Strecker-type reaction of imines with Et2AlCN in the presence of chiral additives has been examined. The enantioselectivity varied depending on the substituents of the imino group as well as the chiral additives used. Thus, α-aminonitriles were obtained in good yields with good enantioselectivities in the reaction of N-benzylidenebenzhydrylamine with Et2AlCN and BINOL. The reaction with excess BINOL gave the aminonitrile with reversed configuration.

Keywords

Chemistry