Download PDF
Synlett 1997; 1997(1): 66-68
DOI: 10.1055/s-1997-705
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 Methodology for 1-Aryl-1-alkyl Epoxides via Chromium Tricarbonyl Complexes

S. G. Davies1 , T. Loveridge1 , J. M. Clough2
  • 1Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford OX1 3QY, UK
  • 2ZENECA Agrochemicals, Jealott’s Hill Research Station, Bracknell, Berkshire RG42 6ET, UK
Further Information

Publication History

Publication Date:
22 March 2004 (online)

  PDF Download  Permissions and Reprints All articles of this category

Treatment of (1RS,SSR)-(1-phenylsulfinyl-2-valeryl benzene) chromium tricarbonyl 2 with a sulfur ylide results in a highly diastereoselective epoxide formation (d.s.>96:4). Regioselective opening of the epoxide, employing an in situ trapping protocol, allows the synthesis of a highly functionalised, diastereomerically pure benzylic alcohol.

chromium tricarbonyl - stereoselective - epoxide formation