89374-88-9Relevant articles and documents
ALKENYL-COPPER DERIVATIVES 24 STEREOSPECIFIC SYNTHESIS OF ENONES BY PALLADIUM CATALYSED ACYLATION OF ALKENYL-COPPER REAGENTS
Jabri, N.,Alexakis, A.,Normant, J. F.
, p. 5081 - 5084 (1983)
α,β-ethylenic ketones and α,α',β,β'diethylenic ketones with a stereodefined substitution pattern are easily prepared by coupling of alkenyl copper and cuprate reagents, directly obtained by carbocupration of alkynes, with acid chlorides and anhydrides in the presence of a catalytic amount of Pd(0) complex.
SOME ASPECTS OF THE REACTIONS OF SILYL ENOL ETHERS WITH 1,3-DIOXACYCLOALKANES
Amerkhanov, R. R.,Gal'chenko, E. P.,Musavirov, R. S.,Rakhmankulov, D. L.
, p. 468 - 470 (2007/10/02)
1,3-Dioxacycloalkanes react with silyl enol ethers like linear acetals. The yield of the unsaturated ketone is influenced by the type and size of the substituent in the second position of the ring. Formals do not undergo the above-mentioned reaction.
PALLADIUM MEDIATED SYNTHESIS OF CONJUGATED E or Z ENONES AND UNSYMMETRICAL DIVINYL KETONES. ONE-POT PREPARATION OF ISOEGOMAKETONE
Jabri, N.,Alexakis, A.,Normant, J. F.
, p. 1369 - 1380 (2007/10/02)
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 efficient one-pot synthesis of Z or E isoegomaketone is reported.
