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Synlett 2000; 2000(11): 1688-1690
DOI: 10.1055/s-2000-7914
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Cerium(III) Chloride-Mediated Vinylation of Acylsilanes: A Convenient New Entry to Silylated Allylic Alcohols

Bianca F. Bonini* , Mauro Comes-Franchini, Mariafrancesca Fochi, Germana Mazzanti, Alfredo Ricci, Greta Varchi
  • *Dipartimento di Chimica Organica "A. Mangini", Università di Bologna, Viale Risorgimento 4, I-40136-Bologna, Italy; Fax +39 51 2 09 36 54; E-mail: ricci@ms.fci.unibo.it
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Publication Date:
31 December 2000 (online)

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The reaction of alkyl, cycloalkyl, aromatic, heteroaromatic and α,β-unsaturated acylsilanes 1-7 and of homochiral acylsilanes 15 and 16 with the complex vinylmagnesium bromide/CeCl3 affords the silylated allylic alcohols in satisfactory to excellent yields.

cerium chloride - acylsilanes - vinylation - silylated allylic alcohols - diastereoselectivity

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