4173-64-2Relevant academic research and scientific papers
Organocatalytic head-to-tail dimerization of methacrolein via conjugate addition of methanol: An alcohol activation mechanism proved by electrospray ionization mass spectrometry
Matsuoka, Shin-Ichi,Shimakawa, Shintaro,Takagi, Koji,Suzuki, Masato
supporting information; experimental part, p. 6835 - 6838 (2012/01/03)
The head-to-tail dimerization of methacrolein via the conjugate addition of methanol is catalyzed by various organic bases, such as an amine, phosphine, and N-heterocyclic carbene, to give 2,4-dimethyl-2-methoxymethylpentane-1,5-dial in moderate yields. Based on the interpretation of the key intermediates by electrospray ionization mass spectrometry, we propose a reaction mechanism involving the initial conjugate addition of the organic bases to methacrolein to generate a zwitterionic base followed by the activation of methanol.
