Synlett 1998; 1998(1): 81-83
DOI: 10.1055/s-1998-3125
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 Synthesis of α-C-Glycopyranosyl Isoprenoid Compounds

Anne Jégou* , Carole Pacheco, Alain Veyrières
  • *Laboratoire de Synthèses et Activations de Biomolécules, CNRS ESA 6052, Ecole Nationale Supérieure de Chimie de Rennes, Campus de Beaulieu, 35700 Rennes, France; Fax +33 (2) 99 87 13 48
Further Information

Publication History

Publication Date:
31 December 2000 (online)

Addition of the allylsilane Me3SiCH2C:CH2CH2CO2Me (3) to d-gluco and d-galactopyranosyl derivatives gives in good yields 3-(α-C-glycopyranosylmethyl)-but-3-enoates which can undergo oxidation to β-ketoesters, electrophile-promoted cyclizations or double bond migration.

    >