Tetrahedron letters

A new strategy for the preparation of secondary amines via o-(tetrahydropyranyloxymethyl)-benzamides

T Fichert, U Massing

Index: Fichert, Thomas; Massing, Ulrich Tetrahedron Letters, 1998 , vol. 39, # 28 p. 5017 - 5018

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Citation Number: 13

Abstract

The new synthesis strategy for the preparation of secondary amines starts from N-alkyl- phthalimides which are reduced to the corresponding o-hydroxymethyl-N-alkyl-benzamides. After protection of the hydroxy group as tetrahydropyranyl ether the N-alkyl-benzamides are alkylated to o-(tetrahydropyranyloxymethyl)-N, N-dialkyl-benzamides. The deprotection of the hydroxy group and the release of the secondary amines can be achieved in excellent ...