Tetrahedron Letters

Aminolead compounds as a new reagent for regioselective ring opening of epoxides

J Yamada, M Yumoto, Y Yamamoto

Index: Yamada, Jun-ichi; Yumoto, Masatoshi; Yamamoto, Yoshinori Tetrahedron Letters, 1989 , vol. 30, # 32 p. 4255 - 4258

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Citation Number: 78

Abstract

Summary: Regioselective ring opening of epoxides is accomplished by using aminolead compounds; the reagents attack the less hindered carbon of epoxide ring, and the amino alcohols are obtained in good yields. ... Regioselective ring opening of epoxides with amines is an important procedure for the synthesis of I%amino alcohols. Heating epoxides in the presence of excess amines, the direct reaction, has a number of limitations; 1) low nucleophilicity of amines ...