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Synthesis 2000; 2000: 1223-1228
DOI: 10.1055/s-2000-6409

© 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.
 
 
The Peterson Olefination Using the tert-Butyldiphenylsilyl Group: Stereoselective Synthesis of Di- and Trisubstituted Alkenes
 
Asunción Barbero*, Yolanda Blanco, Carlos García, Francisco J. Pulido
*Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, E-47011 Valladolid, Spain; Fax + 34(83)42 30 13; E-mail: pulido@qo.uva.es

The reaction of α-tert-butyldiphenylsilyl carbonyl compounds with organometallics leads with a high diastereoselectivity to erythro-β-hydroxysilanes, which under acidic or basic elimination conditions give E or Z di- and trisubstituted alkenes.

Peterson olefination - tert-butyldiphenylsilyl group - stereoselective synthesis - alkenes - silicon

 
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