Diastereoselective Oxidative Carbon−Carbon Bond Formation via Silyl Bis-enol Ethers
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- 作者：Christopher T. Avetta ; ; Leah C. Konkol ; Carla N. Taylor ; Karen C. Dugan ; Charlotte L. Stern ; Regan J. Thomson
- 刊名：Organic Letters
- 出版年：2008
- 出版时间：December 18, 2008
- 年：2008
- 卷：10
- 期：24
- 页码：5621-5624
- 全文大小：148K
- 年卷期：v.10,no.24(December 18, 2008)
- ISSN：1523-7052
文摘
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.