Tetrahedron

An efficient chemoenzymatic method to prepare optically active primary–tertiary trans-cycloalkane-1, 2-diamines

FJ Quijada, J González-Sabín, F Rebolledo, V Gotor

Index: Quijada, F. Javier; Gonzalez-Sabin, Javier; Rebolledo, Francisca; Gotor, Vicente Tetrahedron, 2009 , vol. 65, # 38 p. 8028 - 8034

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Citation Number: 6

Abstract

Optically active trans-N-Boc-cyclopentane-and cyclohexane-1, 2-diamines (7) were prepared by a chemoenzymatic method from the corresponding (±)-trans-N, N- diallylcycloalkane-1, 2-diamine. These mono-carbamates 7 (ee= 99%) were used as the starting materials in the syntheses of different vicinal primary–tertiary diamines. Thus, by means of a simple three-step sequence involving a reductive-amination of an aromatic ...