85616-23-5Relevant articles and documents
An efficient synthesis of α-branched enones
Kummer, David A.,Brenneman, Jehrod B.,Martin, Stephen F.
, p. 1431 - 1433 (2007/10/03)
A new method for preparing α-branched enones from carboxylic acid derivatives is reported. The procedure commenced by the reaction of N,O-dimethylamides with a masked acyl anion equivalent, followed by the addition of (trimethylsilyl-methyl)cerium dichloride to give intermediates that undergo Lewis acid mediated olefination to produce enol ethers that are then hydrolyzed to afford simple α-branched enones in high overall yields.
Palladium-Catalyzed Coupling Reactions of (α-Ethoxyvinyl)trimethylstannane with Vinyl and Aryl Triflates
Kwon, Hyok Boong,McKee, Blain H.,Stille, J. K.
, p. 3114 - 3118 (2007/10/02)
The palladium-catalyzed cross-coupling reaction of vinyl triflates and halides with (α-ethoxyvinyl)trimethylstannane gives high yields of 2-ethoxy 1,3-dienes, which can be hydrolyzed to the corresponding α,β-unsaturated ketones.Aryl triflates undergo an analogous coupling reaction, providing a facile method for replacing the hydroxyl group of a phenol by an acyl group.The use of (α-ethoxyvinyl)trimethylstannane in palladium-catalyzed carbonylative coupling gives rise to vinyl and aryl α-ethoxyvinyl ketones and indirectly to the corresponding α-diketones (which result from their hydrolysis) and glyoxylates (which result from their ozonolysis).
