Flexible Stereoselective Functionalizations of Ketones through Umpolung with Hypervalent Iodine Reagents
作者:Pushpak Mizar、Thomas Wirth
DOI:10.1002/anie.201400405
日期:2014.6.2
The functionalization of carbonyl compounds in the α‐position has gathered much attention as a synthetic route because of the wide biological importance of such products. Through polarity reversal, or “umpolung”, we show here that typical nucleophiles, such as oxygen, nitrogen, and even carbon nucleophiles, can be used for addition reactions after tethering them to enol ethers. Our findings allow novel
Synthesis of Silicon-Functionalized Dimethylsilyl Enol Ethers from Ketones
作者:Michael W. Rathke、Paul D. Weipert
DOI:10.1080/00397919108021281
日期:1991.6
dimethylsilyl bis-enol ethers are obtained in good yield by reaction of ketones with dichlorodimethylsilane in the presence of triethylamine and sodium iodide. Reaction of ketones with N, N - diethylaminodimethylchlorosilane in the presence of triethylamine and sodium iodide followed by subsequent conversions provides a useful synthesis of silicon-functionalized dimethylsilyl enolethers including unsymmetrical