66. “Die Addition von Fluorcarbenen an Norbornadien: Eine Homo-1,4-addition”
    Jefford, C.W.; Kabengele, n.; Kovacs, J.; Burger, U.
    Helv. Chim. Acta 1974, 57, 104-113.

It has been found that difluorocarbene undergoes extensive addition to the endo-face of norbornadiene, yeilding the cheletropic adduct, 4.4-difluorotetracyclo[3.3.0.0^2,8.0^3,6]-octane. Similar behaviour has been observed for fluorochlorocarbene. Possible mechanisms to rationalize this novel behaviour of carbenes are discussed.

DOI : 10.1002/hlca.19740570110 

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