Synthesis 2001(6): 0863-0866
DOI: 10.1055/s-2001-13406
PAPER
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Preparation of a Novel Chiral 1,2-Diamine

Stéphane Demay, Andras Kotschy, Paul Knochel*
Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5-13, Haus F, 81377 München, Germany
Fax: +49(089)21807680; e-Mail: Paul.Knochel@cup.uni-muenchen.de;
Further Information

Publication History

Received 6 February 2001
Publication Date:
15 October 2004 (online)

Abstract

A short enantioselective preparation of (1S,2S)-trans-1,2-diamino-3-cyclohexene using a double [3,3]-sigmatropic rearrangement of an allylic bis(imidate) is described (Overman rearrangement). The starting chiral diol is conveniently obtained by enzymatic resolution.