PDF herunterladen
Synlett 2001; 2001(8): 1253-1256
DOI: 10.1055/s-2001-16048
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.

Enantioselective Deprotonation of 2,6-Disubstituted Cyclohexanones with a Homochiral Magnesium Amide Base and the Observation of a Novel Kinetic Resolution Process

Kenneth W. Henderson* , William J. Kerr, Jennifer H. Moir
  • *Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, G1 1XL, Scotland, UK; Fax + 44 141 548 42 46; E-mail: w.kerr@strath.ac.uk
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2001 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

A recently developed homochiral magnesium amide base has been shown to be highly effective in the asymmetric deprotonation of cis-2,6-disubstituted cyclohexanones, affording excellent levels of both conversion and enantioselection (up to > 99.5 : 0.5 e.r.). In addition, a novel kinetic resolution process has been realised with the corresponding trans-disubstituted substrates, allowing access to optically enriched enol ethers and chiral ketones.

asymmetric synthesis - enantioselective deprotonation - kinetic resolution - magnesium