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[4+2] Cycloaddition on densely functionalized cyclopentadiene
Authors:Stefania Fusi  Serena FerriniFabio Ponticelli
Institution:a Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena, Via A. De Gasperi 2, 53100 Siena, Italy
b Dipartimento di Chimica, Università degli Studi di Siena, Via A. De Gasperi 2, 53100 Siena, Italy
Abstract:The Diels-Alder (DA) and hetero-Diels-Alder (HDA) reaction of N-(2,4-dicyano-1,5-dimethyl-3-phenylcyclopenta-2,4-dienyl)-2,2,2-trifluoroacetamide 1 can be conveniently used for the synthesis of biarylic and polycyclic compounds, depending on whether you use alkynes or alkenes as dienophiles. We observe a totally regioselectivity and endo-diastereoselectivity of the cycloaddition reactions.
Keywords:Diels-Alder reaction  Microwave irradiation  Biarylic compounds
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