Authors: David M. Guptill , Carolyn M. Cohen , and Huw M. L. Davies
Org. Lett.,
2013, 15 (24), pp 6120–6123
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.