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Cu-Catalyzed Asymmetric Conjugate Additions of Dialkyl- and Diarylzinc Reagents to Acyclic β-Silyl-α,β-unsaturated Ketones. Synthesis of Allylsilanes in High Diastereo- and Enantiomeric Purity

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journal contribution
posted on 2007-08-02, 00:00 authored by Monica A. Kacprzynski, Stephanie A. Kazane, Tricia L. May, Amir H. Hoveyda
A readily available and simple (MW = 444.5 g/mol) valine-based chiral phosphine is used to promote highly efficient catalytic asymmetric conjugate additions of dialkyl- and diarylzinc reagents to acyclic β-silyl-α,β-unsaturated ketones. The catalytic asymmetric protocol allows access to versatile allylsilanes that bear a trisubstituted olefin in high diastereo- and enantiomeric purity.

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