Synthesis 1996; 1996(1): 42-44
DOI: 10.1055/s-1996-4159
short paper
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Regioselective γ-Alkylation of the tert-Butyldiphenylsilylallyl Anion: Synthesis of (E)-tert-Butyldiphenylsilylalkenes

Francisco J. Blanco, Purificación Cuadrado, Ana M. González, Francisco J. Pulido*
  • *Departamento de Química Orgánica, Universidad de Valladolid, E-47011 Valladolid, Spain, Fax +34(83)423013
Further Information

Publication History

Publication Date:
31 December 2000 (online)

Metalation of allyl(tert-butyl)diphenylsilane (1) with BuLi at low temperature, followed by reaction with electrophiles afforded (E)-tert-butyldiphenylsilylalkenes 6a-g regioselectively. The bulky tert-butyldiphenylsilyl group seems to be responsible for the high γ-regioselection observed.

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