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Selected Works of Man Lung Desmond Kwan
Article
Stereoselective one-pot synthesis of vinylsilanes from aromatic aldehydes
Tetrahedron Letters (2001)
  • Man Lung Desmond Kwan, John Carroll University
  • Chiu W. Yeung
  • Kerry L. Breno
  • Kenneth M. Doxsee
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Abstract

Vinylsilanes serve as convenient vinyl anion equivalents, but procedures for their stereoselective synthesis from aldehydes are scarce. A variety of aromatic aldehydes are converted to the corresponding vinylsilanes in a one-pot procedure involving the addition of (trimethylsilylmethyl)lithium to the aldehyde followed by treatment with Cp2TiCH2·AlMe2Cl (‘Tebbe's reagent’). Halide and alkoxide substituents are tolerated, and (E)-vinylsilanes are formed exclusively in good yield.

Disciplines
Publication Date
February 9, 2001
Citation Information
Man Lung Desmond Kwan, Chiu W. Yeung, Kerry L. Breno and Kenneth M. Doxsee. "Stereoselective one-pot synthesis of vinylsilanes from aromatic aldehydes" Tetrahedron Letters Vol. 42 Iss. 8 (2001)
Available at: http://works.bepress.com/manlung_kwan/5/