Tetrahedron

Palladium mediated synthesis of conjugated E or Z enones and unsymmetrical divinyl ketones. one-pot preparation of isoegomaketone

N Jabri, A Alexakis, JF Normant

Index: Jabri, N.; Alexakis, A.; Normant, J. F. Tetrahedron, 1986 , vol. 42, # 5 p. 1369 - 1380

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Citation Number: 34

Abstract

The palladium (o) catalyzed coupling of acyl halides or anhydrides with alkenyl copper reagents furnishes α, β ethylenic ketones and α, β-α, β'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. β-halogeno-vinyl ketones react under the above conditions to afford α, β-γ, δ dienones. An ...