Journal of Organic Chemistry 2004-08-20

Facile synthesis of oxabicyclic alkenes by ultrasonication-promoted diels-alder cycloaddition of furano dienes.

Kun Wei, Hai-Tao Gao, Wei-Dong Z Li

Index: J. Org. Chem. 69(17) , 5763-5, (2004)

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Abstract

Ultrasonic irradiation effectively promotes the Diels-Alder reaction of substituted furans with reactive dienophiles (i.e., dimethyl acetylenedicarboxylate (DMAD) and dimethyl maleate). Regiospecific furano Diels-Alder cycloaddition of 2-vinylic furans with DMAD furnished functionalized oxabicyclic alkenes in good yield under ultrasonication condition.Copyright 2004 American Chemical Society