83269-75-4Relevant academic research and scientific papers
Versatile Route to Substituted Ketones through Charge-Directed Conjugate Addition Reactions
Cooke, Manning P.
, p. 4963 - 4968 (2007/10/02)
Charge-directed conjugate addition reactions have been applied to the preparation of highly substituted ketones.Acylphosphoranes resulting from conjugate addition-alkylation reactions are reduced by Al-Hg to β-keto esters, which, upon alkylation and hydrolysis, give ketones in high yields.An application of this methodology to the synthesis of 9, the defense substance of L. longipes, is described.
The Wittig Reaction with Glutaric and Succinic Anhydrides
Abell, Andrew D.,Doyle, Ian R.,Massy-Westropp, Ralph A.
, p. 2277 - 2287 (2007/10/02)
Six-membered cyclic anhydrides, including glutaric and some of its alkylated derivatives, have been shown to yield enol-lactones with ethoxycarbonylmethylenetriphenylphosphorane; the (E) isomer is formed preferentially.The reactions of methyl-substituted succinic anhydrides with the same phosphorane give predominantly the (E) enol-lactone in all examples.The influence of alkyl substituents on the rates of the reactions and the product ratios in both the succinic and glutaric anhydride series is discussed.
