Download PDF
Synlett 1996; 1996(11): 1121-1122
DOI: 10.1055/s-1996-5664
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.

Stereoselective Cyclopropanation of Chiral Carbohydrate-Derived Enol Ethers

Ralf Schumacher, Hans-Ulrich Reissig*
  • *Institut für Organische Chemie, Technischen Universität Dresden, D-01062 Dresden, Germany, Telefax: (internat.) +49(0)351/463-7030, E-mail: reissig@coch01.chm.tu-dresden.de
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

By metal-catalyzed reactions with diazoacetates, the easily available chiral enol ethers 2a and 2b gave cyclopropanecarboxylates 3a and 3b. The stereochemical outcome of the reactions varies with the use of different chiral and non-chiral catalysts. Comparison to the reactions with achiral enol ethers is given to prove the directing influence of the chiral auxiliaries.

chiral auxiliary - cyclopropanation - diastereoselectivity - carbohydrates - copper catalyst

      >