Tetrahedron Letters p. 5017 - 5018 (1998)
Update date:2022-07-29
Topics:
Fichert, Thomas
Massing, Ulrich
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 execellent yields in one reaction step using aqueous acetic acid.
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Doi:10.1080/10426509708031576
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(1998)