69637-30-5Relevant academic research and scientific papers
Dienediolates from Unsaturated Carboxylic Acids. Reaction with para-Substituted Benzaldehydes. Electronic Effects on Regioselectivity
Parra, Margarita,Mestres, Ramon,Aparicio, Domitila,Durana, Nieves,Rubiales, Gloria
, p. 327 - 332 (2007/10/02)
Regioselectivity α/γ ratios for addition of the lithium dienediolate of crotonic acid to para-substituted benzaldehydes are subject to small electronic effects when reactions are carried out at low temperature, but strong influence by substituents is observed on heating for 1 h at 60 deg C.A linear correlation is then found between regiochemical ratios and ?p parameters.Stereoselectivity RR/RS ratios (33:66 to 43:57) for α-adducts obtained in the cold do not depend on the substituents.
Bis(trimethylsiloxy)-1,1 butadiene-1,3 et trimethylsilyl-4 butene-2 oate de trimethylsilyle: preparations et reactions avec benzaldehyde
Bellassoued, M.,Ennigrou, R.,Gaudemar, M.
, p. 149 - 158 (2007/10/02)
The preparation of 4-trimethylsilyl-2-butenoate trimethylsilyl ester and 1,1-bis(trimethylsiloxy)-1,3-butadiene are described.The latter silyl derivative reacts with benzaldehyde in the presence of ZnBr2 in THF to give exclusively γ-substituted product (E configuration) in high yield.The fluoride ion catalyzed reaction affords predominantly α-alkylated compounds.
SUR LA REGIO SELECTIVITE DE LA REACTION DU BENZALDEHYDE AVEC LES ORGANOZINQUES ISSUS DU γ-BROMOCROTONATE ET DU γ-BROMOSENECIOATE DE TRIMETHYLSILYLE
Bellassoued, M.,Gaudemar, M.,Borgi, A. El.,Baccar, B.
, p. 165 - 172 (2007/10/02)
The regioselectivity of the reaction of organozinc compounds derived from γ-bromocrotonic and γ-bromosenecioic trimethylsilyl esters, with benzaldehyde is discussed.One-step reactions lead to a majority of α-substituted derivatives, while in two-step reactions, γ-substituted products are exclusively obtained.
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.
SILYLCETENES ACETALS ISSUS D'ACIDES α,β-ETHYLENIQUES: PREPARATIONS ET APPLICATIONS EN SYNTHESE
Bellassoued, M.,Gaudemar, M.
, p. C21 - C22 (2007/10/02)
The preparation of bis(trimethylsilyl)butadienyl acetal(I) and bis(trimethylsilyl)methylbutadienyl acetal (II) is reported; compound I reacts with phenyl aldehyde and titanium chloride to give linear and branched isomers of hydroxyacids.
SUR LA REGIO SPECIFICITE DE LA REACTION DE REFORMATSKY APPLIQUEE AU γ-BROMOCROTONATE ET AU γ-BROMOSENECIOATE DE TRIMETHYLSILYLE
Bellassoued, M.,Dardoize, F.,Frangin, Y.,Gaudemar, M.
, p. C1 - C4 (2007/10/02)
The regiospecificity of Reformatsky reactions of γ-bromocrotonic and γ-bromosenecioic timethylsilyl esters are discussed.One-step reactions lead to a majority of α-substituted derivatives, while in two-step reactions, the γ-substituted products are obtain
