e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Stabilities of stereoisomeric imine anions
…, RR Fraser, N Chuaqui-Offermanns
Index: Houk, K.N.; Strozier, Robert W.; Rondan, Nelson G.; Fraser, Robert R.; Chuaqui-Offermanns, N. Journal of the American Chemical Society, 1980 , vol. 102, # 4 p. 1426 - 1429
In principle, both the addition to give the silirane and the subsequent opening could be either cis or trans. Although the details of the ring opening remain to be established, it does not seem reasonable to postulate a trans addition of the silylene to the olefin. Silylenes are singlet ground state^,^.^^^^'^ and a sensible expectation is that we are seeing the silicon counterpart of the known cis addition of singlet carbenes6