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Lewis acid mediated thienium cation diels-alder reaction: A new method for regio- and stereoselective functionalization of 1,3-dienes
Authors:Kaoru Fuji  Subhash P. Khanapure  Manabu Node  Takeo Kawabata  Akichika Ito
Affiliation:Institute for Chemical Research, Kyoto University, Uji, Kyoto 611, Japan
Abstract:Under the influence of aluminum chloride the β-ethylthionitroolefin results in the formation of the thienium cation, which reacts with a variety of 1,3-dienes in the Diels-Alder sense. The cleavage of the resulting ring provides in one pot the 1,4-functionalized olefins in regio- and stereoselective manner.
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