144569-86-8Relevant articles and documents
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 (1997)
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.
Approaches to the Synthesis of Terpenyl Carbohydrates
Francis, George W.,Papaioannou, Dionissios,Aksnes, Dagfinn W.,Brekke, Trond,Maartmann-Moe, Knut,Taelnes, Nils
, p. 652 - 654 (2007/10/02)
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