Room Temperature Hydroalkylation of Electron-Deficient Olefins: sp3 C−H Functionalization via a Lewis Acid-Catalyzed Intramolecular Redox Event
- 16 August 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (35), 12180-12181
- https://doi.org/10.1021/ja053337f
Abstract
A practical method for the intramolecular hydroalkylation of electron-deficient olefins has been developed. The direct transformation of benzylic, tertiary, and sterically hindered secondary sp3 C-H bonds into C-C bonds under the action of a catalytic amount of a variety of Lewis acids is described. The mechanism of these transformations is proposed to involve a tandem hydride transfer/cyclization sequence.Keywords
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