Download PDF
Synlett 1997; 1997(2): 177-178
DOI: 10.1055/s-1997-729
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Simple and Highly Diastereoselective One-Pot Synthesis of 1,3-Diamines

Beatrix Merla, Michael Arend, Nikolaus Risch*
  • *Fachbereich Chemie und Chemietechnik, Universität-Gesamthochschule Paderborn, Warburger Str. 100, D-33098 Paderborn, Germany, Fax +5251/60-3245; E-mail: nr@chemie.uni-paderborn.de
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

A convenient one-pot procedure for the highly diastereoselective synthesis of 1,3-diamines 4 from inexpensive starting materials is described. Enamines 2 are aminoalkylated with preformed ternary iminium salts 1 yielding exclusively the quaternary iminium salts 3. In situ reduction of 3 with NaBH4/MeOH provides a broad access to the diastereomerically pure 1,3-diamines 4 in moderate to good yields.

1,3-diamines - diastereoselective aminoalkylation - diastereoselective reduction - enamines - iminium salts