New silicon-phosphorus reagents in organic synthesis. Carbonyl and conjugate addition reactions of silicon phosphite esters and related systems

DA Evans, KM Hurst, JM Takacs

Index: Evans,D.A. et al. Journal of the American Chemical Society, 1978 , vol. 100, p. 3467 - 3477

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Citation Number: 140

Abstract

Abstract: The 1, 2-and 1, 4-addition reactions of organosilicon tervalent phosphorus esters, XlPOSiR3 (X= OMe, NMe2, Ph), with saturated and a,@-unsaturated aldehydes and ketones have been studied. These addition reactions have been compared with the complementary reactions of alkyl phosphorus esters, X2POCH3, and R3SiCI with carbonyl substrates. With a,@-un-saturated aldehydes, a judicious choice of reagent and conditions leads to the ...