Gv. Gavrilopa et al., SYNTHESIS AND STEREOCHEMISTRY OF NEW SPIRANES CONTAINING 2,5-CYCLOHEXADIENE AND 2,3,3A,6,7,7A-HEXAHYDROBENZOFURANONE FRAGMENTS, Russian chemical bulletin, 46(5), 1997, pp. 975-981
The reaction of 4-dihalomethyyl-4-methyl-2,5-cyclohexadie-1-ones with
(Me3Si)(2)NNa yielded 4'-dihalomethyl-4'-methyl-2',5'-cyclohexadienes)
]. The structures of the spiro compounds were established based on the
data of H-1 and C-13 NMR, UV, and IR spectroscopy and mass spectromet
ry. The mechanism and stereochemistry of the reaction are discussed.