4.4 Article

Trimethylsilyl cyanide addition to aldimines and its application in the synthesis of (S)-phenylglycine methyl ester

Journal

TETRAHEDRON LETTERS
Volume 45, Issue 52, Pages 9565-9567

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.11.015

Keywords

imines; TMSCN addition; alpha-amino acid

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The addition of TMSCN to a variety of arylaldimines (Strecker reaction) in the presence of LiClO4 or BF3.Et2O in acetonitrile has been studied. The reaction provided the addition products in very high yields. The method has been successfully utilized for the synthesis of (S)-phenylglycine methyl ester. (C) 2004 Elsevier Ltd. All rights reserved.

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