Abstract

The transition metal catalyzed isdmerization reac- tions of acetylenic derivatives were studied. (E,E)-Conju- gated dienones, dienoic esters and dienoic amides were syn- thesized from corresponding a,b-ynones, 2-ynoic esters and 2-ynoic amides, respectively. 2-Ynols were first isomerized to the corresponding 2-enones or 2-enals. The reactions can be accomplished simply, in high yield, and stereoselectively. It is proposed that allenic compounds are initially formed as the main intermediates and then isomerized further to the products. A convenient and potential useful methodology is provided for the preparation of important intermediates in the synthesis of natural products.

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