143489-86-5Relevant academic research and scientific papers
The Cationic Diels-Alder Reaction. Facile Formation of Cationic Species from 2-Oxoalkyl Esters
Hashimoto, Yukihiko,Nagashima, Tadamichi,Hasegawa, Masaki,Saigo, Kazuhiko
, p. 1353 - 1356 (1992)
In the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) and methoxytrimethylsilane (MeOTMS), 2-oxopropyl acrylate and 2-oxocyclopentyl acrylate readily form cationic intermediates.The cationic moiety works efficiently as an electron-withdrawing group, and accelerates the Diels-Alder reaction under mild conditions.
Mild and Efficient Diels-Alder Reaction Using Cationic Dienophiles Generated in Situ
Hashimoto, Yukihiko,Nagashima, Tadamichi,Kobayashi, Katsuhiro,Hasegawa, Masaki,Saigo, Kazuhiko
, p. 6349 - 6358 (2007/10/02)
On the action of a Lewis acid, 2,2-dimethoxyethyl acrylate is readily transformed into a reactive cationic dienophile, and it reacts with dienes under mild conditions to give Diels-Alder adducts in good yields with high stereo- and/or regioselectivity. 2-
