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Synthesis 2000; 2000(9): 1223-1228
DOI: 10.1055/s-2000-6409
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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
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Publication Date:
31 December 2000 (online)

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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