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Alcohols, cyclopropylcarbinyl reaction with acid

The bromination method mentioned above that uses triphenylphosphine and either CBr4 or elemental bromine is a particularly mild method for this transformation. Cyclopropylcarbinyl alcohols are acid sensitive substrates, for example, usually giving ring-opening products or cyclobutane derivatives on treatment with acid (see above). S,158 pjjg reaction of 147 with PPh3 and bromine gave a 79% yield of 148. S9.160 3 35... [Pg.123]

By studying the perchloric acid-catalysed acetolysis of the exo- and endo-[2- H]-alcohols (323), Friedrich and Cooper have established that cyclopropylcarbinyl rearrangement does occur in bicydo [n, 1,0]alkane systems. Electrophilic addition to the double bond of vinylcyclopropanes leads to products with retained (major) and rearranged (minor) skeletons. Reactions with bromine and chlorine as well as... [Pg.77]


See other pages where Alcohols, cyclopropylcarbinyl reaction with acid is mentioned: [Pg.816]    [Pg.47]    [Pg.182]    [Pg.337]    [Pg.816]    [Pg.816]    [Pg.30]    [Pg.72]    [Pg.196]   
See also in sourсe #XX -- [ Pg.998 ]




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Cyclopropylcarbinyl

Reaction with alcohols

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