Tetrahedron

Tuning the reactivity and chemoselectivity of electron-poor pyrroles as dienophiles in cycloadditions with electron-rich dienes

A Chrétien, I Chataigner, SR Piettre

文献索引：Chretien, Antony; Chataigner, Isabelle; Piettre, Serge R. Tetrahedron, 2005 , vol. 61, # 33 p. 7907 - 7915

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被引用次数: 19

摘要

Activation by Lewis acid catalysis and high pressure allows pyrrole derivatives to react with electron-rich dienes in normal electron demand [4+ 2] cycloadditions, provided that the aromatic ring is substituted by at least two electron-withdrawing groups. The dienophilic behavior of the heterocycle is expressed through the involvement of either the aromatic carbon–carbon double bond in an all-carbon process or the carbonyl moiety of the ...