REGIOSELECTIVE AND STEREOSELECTIVE PREPARATION OF 3-TRIMETHYLSILYLALLYLIC ALCOHOLS BY SOLVOLYSIS OF 5-TRIMETHYLSILYLIC DERIVATIVES OF 1-BROMOCYCLOPROPANES AND 1,1-DIBROMOCYCLOPROPANES IN THE PRESENCE OF CUSO4
Os. Korneva et al., REGIOSELECTIVE AND STEREOSELECTIVE PREPARATION OF 3-TRIMETHYLSILYLALLYLIC ALCOHOLS BY SOLVOLYSIS OF 5-TRIMETHYLSILYLIC DERIVATIVES OF 1-BROMOCYCLOPROPANES AND 1,1-DIBROMOCYCLOPROPANES IN THE PRESENCE OF CUSO4, Mendeleev communications, (4), 1995, pp. 135-135
The interaction of 1-bromo- and 1,1-dibromocyclopropanes with an equim
olar quantity of CuSO4 in a DMSO-water mixture (molar ratio halocyclop
ropane:CuSO4 . 5H(2)O:DMSO:H2O = 1:1:10-12:14-16) proceeds via cleavag
e of the three-membered ring to selectively give the most thermodynami
cally stable isomers of the corresponding 3-trimethylsilyl-substituted
allylic or 2-bromoallylic alcohols.