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Synlett 2001; 2001(6): 0827-0829
DOI: 10.1055/s-2001-14590
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Synthesis of Silyloxyvinylstannanes from BHT Ester Enolates and Stannyllithium Reagents. Copper(I)-Mediated Coupling with Alkenyl Halides

Asunción Barbero* , Francisco J. Pulido
  • *Departamento de Química Orgánica, Universidad de Valladolid, 47011 Valladolid, Spain; E-mail: pulido@qo.uva.es
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Publication History

Publication Date:
31 December 2001 (online)

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The synthesis of silyloxyvinylstannanes was achieved via reaction of BHT ester enolates with tributylstannyllithium and trapping of the resulting enolates with phenyldimethylchlorosilane. They were coupled with alkenyl iodides through a Cu(I)-mediated reaction to generate silyl dienol ethers which were readily transformed into α,β-unsaturated ketones.

silyloxyvinylstannane - BHT ester enolate - copper(I) - cross-coupling - alkenyl halide

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