New Reactivity of a Reducing Reagent Generated from a Copper(I) Salt and a Hydrosilane: Selective Reduction of Ketones and Olefins Conjugated with an Aromatic Group

Hajime Ito; Hiroshi Yamanaka; Tomoko Ishizuka; Jun-ichi Tateiwa; Akira Hosomi

doi:10.1055/s-2000-6580

Synlett 2000; 2000(4): 479-482
DOI: 10.1055/s-2000-6580

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New Reactivity of a Reducing Reagent Generated from a Copper(I) Salt and a Hydrosilane: Selective Reduction of Ketones and Olefins Conjugated with an Aromatic Group

Hajime Ito^* , Hiroshi Yamanaka, Tomoko Ishizuka, Jun-ichi Tateiwa, Akira Hosomi

^*Institute for Molecular Science, Research Center for Molecular Materials, Myodaiji, Okazaki, 444-8585, Japan; Fax +81-2 98-53-65 03; E-mail: hosomi@chem.tsukuba.ac.jp

Abstract

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Aromatic ketones and olefins were selectively converted to the corresponding alcohols and alkanes by a reagent prepared from a copper(I) salt and a hydrosilane. Excess use of the hydrosilane is most important to attain the high reactivities. One-electron transfer process as well as nucleophilic reaction of hydride would contribute to the selectivity.

alkenes - copper - ketones - reductions - silicon

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