Journal of the American Chemical Society, Vol.135, No.22, 8201-8204, 2013
Generation of Rhodium(I) Carbenes from Ynamides and Their Reactions with Alkynes and Alkenes
Rh(I) carbenes were conveniently generated from readily available ynamides. These metal carbene intermediates could undergo metathesis with electron-rich or neutral alkynes to afford 2-oxopyrrolidines or be trapped by tethered alkenes to yield 3-azabicyclo[3.1.0]-hexanes, a common skeleton in numerous bioactive pharmaceuticals. Although the scope of the former is limited, the latter reaction tolerates various substituted alkenes.