37464-31-6Relevant academic research and scientific papers
Diels-Alder reaction of methyl coumalate with 1,3-dienes
Imagawa,Sueda,Kawanisi
, p. 2227 - 2231 (2007/10/10)
Reaction of methyl coumalate (1b) with 1,3-butadienes at 100° afforded the tetrahydrocoumarins (6) and the 4-methoxycarbonyltricyclo[3.2.1.02,7]octenes (7). The similar reaction of 1b with cyclohexadiene gave exclusively tetrahydronaphthalene-2-carboxylate. With cyclopentadiene, 1b afforded a product (10) resulting from the addition reaction in which cyclopentadiene acted as a dienophile. The reaction giving 6 is the first example of the reaction of a 2-pyrone as a dienophile.
