The Cationic Diels-Alder Reaction. Facile Formation of Cationic Species from 2-Oxoalkyl Esters

DOI: 10.1246/cl.1992.1353

Source and publish data:

Chemistry Letters p. 1353 - 1356 (1992)

Update date:2022-08-25

Topics:

Authors:

Hashimoto, Yukihiko

Nagashima, Tadamichi

Hasegawa, Masaki

Saigo, Kazuhiko

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Article abstract of DOI:10.1246/cl.1992.1353

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.

Full text of DOI:10.1246/cl.1992.1353

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