Cyclohexanone diallyl acetal

Rearrangement, acid-catalyzed, of cyclohexanone diallyl acetal to 2-allylcyclohexanone, 42,14 of e do-tetrahydrocyclopentadiene to adamantane, 42,9 pinacol, of 1,2-indanediol, 41, 53... 

A solution of 196 g. (1 mole) of cyclohexanone diallyl acetal (Note 1), 150 g. of toluene, and 0.10 g. of -toluenesulfonic acid is distilled through a good fractionating column (Note 2). In about 3 hours, 110 g. of distillate boiling at 91-92° (Note 3) is obtained and the temperature in the head then rises abruptly. 

Cyclohexanone diallyl acetal has been prepared from cyclohexanone and allyl orthosilicate and by the above procedure. ... 

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