The 1,2- and 1,4-addition reactions of organosilicon tervalent phosphorus esters, X2POSiR3 (X = OMe, NMe2, Ph), with saturated and α,β-unsaturated aldehydes and ketones have been studied. These addition reactions have been compared with the complementary reactions of alkyl phosphorus esters, X2POCH3, and R3SiCl with carbonyl substrates. With α,β-unsaturated aldehydes, a judicious choice of reagent and conditions leads to the regioselective 1,2- or 1,4-addition mode. Some of the mechanistic details of these addition reactions have been elucidated.
ASJC Scopus subject areas
- Colloid and Surface Chemistry