55454-22-3Relevant articles and documents
PREPARATION OF ALLYL ALCOHOLS FROM MONOHALO- AND GEM-DIHALOBUTYLCYCLOPROPANES IN THE PRESENCE OF COPPER AND ITS SALTS
Korneva, O. S.,Nefedov, O. M.
, p. 2194 - 2196 (2007/10/02)
The reaction of gem-dibromo- or gem-dichlorobutylcyclopropanes with an equimolar amount of CuSO4*5H2O in a mixture of DMSO and water is accompanied by scission of the three-membered ring and formation of the corresponding 2-bromo- or 2-chloroallyl alcohols.The corresponding allyl alcohols were prepared analogously from monobromo- or monochlorocyclopropanes.
SYNTHESIS WITH ORGANOBORANES. I. SYNTHESIS OF ALLYLIC DIETHYLBORANES AND B-ALLYLIC BORINANES VIA METALATION OF OLEFINS. CONTRATHERMODYNAMIC ISOMERIZATION OF OLEFINS
Zaidlewicz, Marek
, p. 139 - 146 (2007/10/02)
Allylic organopotassium compounds prepared by metalation of olefins with trimethylsilylmethylpotassium reacted with chlorodiethylborane and b-chloroborinane to give allylic diethylboranes and B-allylic borinanes, respectively.Hydrolysis of these organoboranes proceeding with allylic rearrangement leads to isomerized olefins.In this way, (E,Z)-2-pentene, (Z)-2-heptene, 1-methylcyclohexene and (+)-α-pinene were cleanly transformed into 1-pentene, 1-heptene, methylenecyclohexane and (+)-β-pinene, respectively.Stereochemistry of the addition of myrtenyldiethylborane toformaldehyde and 2-cyclohexenyldiethylborane to 4-t-butylcyclohexanone is described.