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Title

Palladium mediated synthesis of conjugate (E) or (Z) enones and unsymmetrical divinyl ketones. One-pot preparation of Isoegomaketone

Authors
Jabri, N.
Normant, Jean F.
Published in Tetrahedron. 1986, vol. 42, no. 5, p. 1369-1380
Abstract The palladium (o) catalyzed coupling of acyl halides or anhydrides with alkenyl copper reagents furnishes a,ß ethylenic ketones and a,ß-a,ß' diethylenic ketones in high yield. The substitution pattern of the alkenyl copper reagent, directly obtained by carbocupration of alkynes, is fully retained. Anhydrides of Z-ethylenic acids also retain their Z stereochemistry. ß-halogeno-vinyl ketones react under the above conditions to afford a,ß-?,d dienones. An efficient one-pot synthesis of Z or var epsilon isoegomaketone is reported.
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JABRI, N., ALEXAKIS, Alexandre, NORMANT, Jean F. Palladium mediated synthesis of conjugate (E) or (Z) enones and unsymmetrical divinyl ketones. One-pot preparation of Isoegomaketone. In: Tetrahedron, 1986, vol. 42, n° 5, p. 1369-1380. https://archive-ouverte.unige.ch/unige:8170

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