Abstract

A series of carbonyl compounds were allowed to react wth carbanions of the type [Ph2CCHCHR]– in liquid ammonia. Exclusive attack at C-3 was observed. p-Nitrobenzaldehyde reacted by an alternative pathway; carbanion dimerisation occurred. Carbonation reactions had the same orientation as had the aldol addition reactions. Preliminary results suggest an initial attack at C-1 followed by rearrangement to the C-3 carboxylate product.

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