Tetrahedron letters

Nitriles under palladium-catalyzed hydrogenation conditions as substitutes for aldehydes in the reaction with 1, 2-amino alcohols: Formation of 1, 3-oxazolidines and …

F Hénin, S Létinois, J Muzart

Index: Henin, Francoise; Letinois, Stephane; Muzart, Jacques Tetrahedron Letters, 1997 , vol. 38, # 41 p. 7187 - 7190

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Citation Number: 12

Abstract

At room temperature, the presence of hydrogen and catalytic amounts of Pd/C induced the formation of 1, 3-oxazolidines from nitriles and 1, 2-amino alcohols. The subsequent reductive cleavage of the NC O bond of these heterocycles occurred under the same conditions. Thus, this methodology provides a new one-pot N-alkylation of 1, 2-amino alcohols using nitriles as reagents with yields up to 98%.