Diastereoselective Oxidative Carbon−Carbon Bond Formation via Silyl Bis-enol Ethers
- 18 November 2008
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 10 (24) , 5621-5624
- https://doi.org/10.1021/ol802516z
Abstract
Diisopropylsilyl bis-enol ethers are shown to be powerful intermediates for the diastereoselective dimerization and cross-coupling of cyclic ketones. The trends observed for the oxidative coupling of a range of different dialkylsilyl bis-enol ethers derived from cyclohexanone are rationalized by invoking a stereochemical model based on a Thorpe−Ingold effect.Keywords
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