A NEW SYNTHESIS OF α,β-UNSATURATED SULPHONATES AND THEIR STEREOSELECTIVE CONVERSION INTO TRANS-α,β-EPOXYSULPHONATES.
Diethylphosphoryl methanesulphonates 2 and 4 were readily converted into α,β-unsaturated sulphonates by succesive treatment with n-BuLi and aldehydes or ketones.Epoxidation of esters 5 with t-butyl hydroperoxide in the presence of Triton B yielded stereoselectively salts of trans-α,β-epoxysulphonic acids.
Carretero, Juan Carlos,Ghosez, Leon
p. 1101 - 1104
(2007/10/02)
SYNTHESIS OF α,β-UNSATURATED SULPHONATES VIA THE WITTIG-HORNER REACTION
A general and practical method of synthesis of α,β-unsaturated sulphonates (25 examples) by the Wittig-Horner reaction is described.Reactions with the salts 2 and carbonyl compounds are not very stereoselective.On the contrary, reactions with esters 1 gave high yields of (E)-α,β-unsaturated sulphonic esters.
Carretero, Juan Carlos,Demillequand, Marc,Ghosez, Leon
p. 5125 - 5134
(2007/10/02)
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