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Dechlorination with deficient

Reaction of l-chloro-4,4-bis(chloromethyl)pentane with magnesium in diethyl ether, followed by quenching with carbon dioxide, gave 4-(l-methylcyclopropyl)butanoic acid in 68% yield. Cyclopropane derivatives with electron-withdrawing substituents 5 were prepared by elec-troreductive dechlorination of 2,4-dichlorobutanoic acid derivatives in dimethyl sulfoxide solution in the presence of tetraethylammonium 4-toluenesulfonate at ambient temperature (yields 51 -90%).The starting materials for compounds 5 can easily be obtained by copper (I)-catalyzed photochemical addition of dichloromethane to electron-deficient alkenes. Electrochemical reductive 1,3-debromination has also been achieved however, it is of little synthetic value (experimental details are described in ref 16, with yields ranging from 39 to 94%). meso- and dimethyl sulfoxide gave equal amounts of cis- and transA, 2-dimethylpropane. ... [Pg.30]


See other pages where Dechlorination with deficient is mentioned: [Pg.422]    [Pg.422]    [Pg.427]    [Pg.178]    [Pg.346]    [Pg.675]    [Pg.494]    [Pg.442]    [Pg.418]    [Pg.419]    [Pg.422]    [Pg.422]   
See also in sourсe #XX -- [ Pg.422 ]




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