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Divergent pathways to isophthalates and naphthalate esters from methyl coumalate

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Abstract Methyl coumalate readily reacts with enamines at ambient temperature to give lactones, which can be further transformed into isophthalates and tetrahydronaphthoates. Both cyclic and acyclic enamines show good reactivity.… Click to show full abstract

Abstract Methyl coumalate readily reacts with enamines at ambient temperature to give lactones, which can be further transformed into isophthalates and tetrahydronaphthoates. Both cyclic and acyclic enamines show good reactivity. Dehydrogenation of tetrahydronaphthoate 4a was achieved on a hundred-gram scale.

Keywords: esters methyl; naphthalate esters; isophthalates naphthalate; pathways isophthalates; divergent pathways; methyl coumalate

Journal Title: Tetrahedron Letters
Year Published: 2018

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