77028-84-3Relevant academic research and scientific papers
Changes in Ene Reaction Mechanisms with Lewis Acid Catalysis
Stephenson, L. M.,Orfanopoulos, Michael
, p. 2200 - 2201 (2007/10/02)
Inter- and intramolecular isotope effects for both thermal and SnCl4-catalyzed ene reactions of oxomalonic esters have been measured.Primary isotope effects are high (ca. 3.3) in thermal reactions and negligible (ca. 1.1) in SnCl4-catalyzed cases, even where intramolecular competitions are available.A concerted mechanism with variations in C-C bond formation and C-H(D) bond breaking is proposed.A potentially useful cyclization reaction is also described.
