Ketones, reaction with hydrazone carbanions

In Section 9.4.A, it was noted that there were problems with aldol-type reactions, especially with the directed aldol condensation. In particular, aldehydes with an a-hydrogen have great difficulty adding to ketones due to their propensity for self-condensation. The ability to use kinetic control conditions in enolate reactions of ketones and aldehydes often solves this problem. There are also several alternative approaches that involve the use of carbanions derived from imines and hydrazones and these can be very useful. l... 

Reaction of 2,6-dimethyl-l,4-benzoquinone with the quinomethyl carbanion derived from 2,3-dimethyl-1,4-naphthoquinone is reported to give the tricyclo-[6,3,l,0 ]dodecane derivative (749). Pyrolysis of the sodium salt of the tosyl-hydrazone of 7-cycloheptatrienylmethyl methyl ketone in diglyme at 150 C afforded (750 7%) similar pyrolysis of the tosylhydrazone salt from l-(7-cycloheptatrienyl)-ethyl methyl ketone gave (751 9 %). Both compounds are examples of the previously... 

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