G. Rosolevi et I. Amer, SYNTHESIS OF ALPHA-METHYLENE-BETA-LACTONES BY NICKEL-CATALYZED HYDROCARBOXYLATION OF PROPARGYL ALCOHOLS, Journal of molecular catalysis. A, Chemical, 106(1-2), 1996, pp. 51-56
Substituted alpha-methylene-beta-lactones (2) were prepared in two ste
ps, from substituted propargyl alcohols, by hydrocarboxylation under a
tmospheric pressure of CO in the presence of nickel cyanide under phas
e-transfer conditions. The alpha-methylene-3-hydroxypropanoic acid der
ivatives so formed (12-40% yield), were cyclized with mesyl chloride (
22-56% yield).