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

Full Text: HTML

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 ...

Related Articles:

The mechanisam of electrochemical reduction of N-haloamides in acetonitrile: trapping of intermediate amide anions and father-son protonation

[Berube, Denis; Lessard, Jean Canadian Journal of Chemistry, 1982 , vol. 60, p. 1127 - 1142]

New glycomimetics: Anomeric sulfonates, sulfenamides, and sulfonamides

[Merricks, David; Sammes, Peter G.; Walker, Edward R. H.; Henrick, Kim; McPartlin, Mary M. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2169 - 2176]

New glycomimetics: Anomeric sulfonates, sulfenamides, and sulfonamides

[Merricks, David; Sammes, Peter G.; Walker, Edward R. H.; Henrick, Kim; McPartlin, Mary M. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2169 - 2176]

New glycomimetics: Anomeric sulfonates, sulfenamides, and sulfonamides

[Merricks, David; Sammes, Peter G.; Walker, Edward R. H.; Henrick, Kim; McPartlin, Mary M. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2169 - 2176]

More Articles...