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.
Fusi, S., Ferrini, S., Ponticelli, F. (2011). [4+2]Cycloaddition on densely functionalized cyclopentadiene. TETRAHEDRON LETTERS, 52(51), 6911-6915 [10.1016/j.tetlet.2011.10.058].
[4+2]Cycloaddition on densely functionalized cyclopentadiene
Fusi, Stefania;Ferrini, Serena;Ponticelli, Fabio
2011-01-01
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.
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https://hdl.handle.net/11365/20692
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