4.7 Article

Copper(I)-Catalyzed Allylic Substitution of Silyl Nucleophiles through Si?Si Bond Activation

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 5, Pages 813-817

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100819

Keywords

copper; homogeneous catalysis; metalation; silanes; synthetic methods

Funding

  1. Japan Society for the Promotion of Science (JSPS) [G002]

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We report the first copper(I)-catalyzed reaction between a disilane and allylic carbonates to produce allylsilanes. The silyl nucleophilic substitution proceeded primarily in a SN2 fashion whereas SN2' products were also obtained through s-p-s isomerization of the copper(III) intermediate depending on the substrates steric bulk.

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