Tetrahedron

A simple and efficient diastereoselective Strecker synthesis of optically pure α-arylglycines

RH Dave, BD Hosangadi

Index: Dave, Rajesh H.; Hosangadi, Bhaskar D. Tetrahedron, 1999 , vol. 55, # 37 p. 11295 - 11308

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Citation Number: 26

Abstract

A simple and economical method for the synthesis of highly functionalised α-amino nitriles, precursors to α-arylglycines with high optical purity is reported. For this purpose,(R) or (S)-2- amino-2-phenylethanol were used as chiral auxiliaries in a 1, 3 Strecker reaction. Reactions were studied with a broad range of reagent systems for the generation of cyano nucleophile. Methodology has been extended for the synthesis of (S)-α-(2-iodo-5-nitrophenyl) glycine,( ...