41955-33-3Relevant articles and documents
Exclusive α-coupling in the aldol reaction of unsaturated trimethylsilyl esters: An efficient and practical direct synthesis of unsaturated β-hydroxy acids
Bellassoued, Moncef,Grugier, Jerome,Lensen, Nathalie,Catheline, Audrey
, p. 5611 - 5615 (2002)
The lithium enolates of trimethylsilyl but-3-enoate and 3-methylbut-3-enoate reacted with aldehydes and saturated or aromatic ketones at -70°C to give exclusively the α-condensation products in excellent yields. The unsaturated β-hydroxy acids thus obtained were directly identified, and the usual conversion into their methyl esters with diazomethane was not necessary. Unsaturated ketones underwent Michael reaction through α-addition leading to the unsaturated 5-oxo acids.
SUR LA REACTION DE PREFORMATSKY. PREPARATION ET REACTIVITE DE L'ORGANOZINCIQUE ISSU DU SEL BROMOZINCIQUE DE L'ACIDE γ-BROMOCROTONIQUE
Bellassoued, M.,Habbachi, F.,Gaudemar, M.
, p. 1299 - 1306 (2007/10/02)
The condensation of aldehydes and ketones with the bromozinc salt derived from γ-bromocrotonic acid, in the presence of zinc, yield to the "linear" and "branched" unsaturated hydroxyacids.These latters, which represent the kinetic products of the reaction, equilibrate at the alcoholate state to give, after hydrolysis, the "linear" compounds.
