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Letter

Oxidation of Carbon−Silicon Bonds: The Dramatic Advantage of Strained Siletanes

Supporting Info

James D. Sunderhaus,^† Hubert Lam, and Gregory B. Dudley*

Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306

Org. Lett., 2003, 5 (24), pp 4571–4573

DOI: 10.1021/ol035695y

Publication Date (Web): October 30, 2003

†

Current address: Department of Chemistry, University of Texas, Austin, Texas.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, gdudley@chem.fsu.edu

Abstract

Herein we report on the use of siletanes as substrates for the oxidation of carbon−silicon bonds. These tetraalkylsilanes are easy to handle yet susceptible to rapid ring opening and oxidation upon exposure to aqueous fluoride and peroxide. This combination of stability and reactivity presents many practical benefits, including compatibility with silicon protecting groups and electron-rich aromatic rings.

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Published In Issue November 27, 2003
Received September 4, 2003

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Letter

Oxidation of Carbon−Silicon Bonds: The Dramatic Advantage of Strained Siletanes

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

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Enantioselective Intramolecular Friedel−Crafts-Type α-Arylation of Aldehydes

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