147596-63-2Relevant academic research and scientific papers
Nitration of α,β-unsaturated esters. Evidence for positive charge build-up adjacent to carbonyl carbon
Hewlins, Stuart A.,Murphy, John A.,Lin, Jian,Hibbs, David E.,Hursthouse, Michael B.
, p. 1559 - 1570 (2007/10/03)
Reactive intermediates formed in the nitration of certain α,β-unsaturated esters with nitronium tetrafluoroborate exhibit behaviour expected of highly reactive α-carbonyl cations. Three diagnostic reaction types have been observed which indicate the presence of these destabilised cations: (i) trapping in a Ritter reaction, (ii) cyclopropane formation from propyl cations, (iii) Wagner-Meerwein migration of alkyl groups. Semi-empirical calculations of the relative gas-phase stabilities of the proposed intermediate cations are useful in rationalising the observed chemistry.
An improved procedure for α-methylenation of lactones
Murta,De Azevedo,Greene
, p. 495 - 503 (2007/10/02)
A variety of γ-butyrolactones, as well as a δ-valerolactone and an ester, have been efficiently converted to their α-methylene derivatives by using an improved decarboxylative methylenation procedure, which is simpler and more general than the previously
