Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, United States.
Org Lett. 2013 Dec 20;15(24):6120-3. doi: 10.1021/ol4028978. Epub 2013 Nov 27.
The rhodium-catalyzed decomposition of 2-(triisopropylsilyl)ethyl aryl- and vinyldiazoacetates results in the stereoselective formation of Z-allylsilanes. The transformation is considered to proceed by silyl-directed intramolecular C-H functionalization to form a β-lactone intermediate followed by a silyl-activated extrusion of carbon dioxide.
铑催化的 2-(三异丙基硅基)乙基芳基和乙烯基重氮乙酸酯的分解导致 Z-烯丙基硅烷的立体选择性形成。该转化被认为是通过硅基导向的分子内 C-H 官能化形成β-内酰胺中间体,然后通过硅基活化的二氧化碳逐出进行的。