Helvetica Chimica Acta p. 229 - 234 (1982)
Update date:2022-08-16
Topics:
Becker, Konrad B.
Hohermuth, Martin K.
The strained bridgehead olefins bicyclo<3.3.1>non-1-ene (1), bicyclo<4.2.1>non-1(8)-ene (2), and bicyclo<4.2.1>non-1-ene (3) react rapidly with 1,1-dichloro-2,2-difluorethene (5) to yield mixtures of regioisomeric dichlorodifluorocyclobutanes 8/9, 10/11 and 12/13, respectively.On the contrary, the reaction of 5 with the model compound (E)-1-methylcyclooctene (4) is completely regioselective.The structure of the cycloadducts has been elucidated mainly by 19F-NMR. and 13C-NMR. spectroscopy.
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