No abstract

A novel olefination, catalyzed by base (NaH) and its application to the stereoselective synthesis of substituted (E)-a-benzenesulfinyl vinylphosphonates are described.

Ketoxime anions 2, generated from the corresponding ketoximes 1 and sodium hydride, were reacted with a-ethoxycarbonyl vinylphosphonate 3 to give the phosphoryl-stabilized carbanions 4 which were further reacted with aldehydes affording ethoxycarbonyl allyl substituted oxime ethers in 73-91% yields.

The consecutive reaction of bis [ 2,2,2-trifluoroethyl] phosphite and its application to the one-pot synthesis of 3-cyano-fl, y-unsaturated &des with exclusive or predominant E-selectivity ( E : Z = 1 0 0 -8 5 :~1 5 ) and excellent yields (94%--99%) are described.