Divergent pathways to isophthalates and naphthalate esters from methyl coumalate

Date
2018-11-07
Authors
Yu, Huangchao
Kraus, George
Journal Title
Journal ISSN
Volume Title
Publisher
Altmetrics
Authors
Research Projects
Organizational Units
Ames Laboratory
Organizational Unit
Chemistry
Organizational Unit
Journal Issue
Series
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.

Description

This is a manuscript of an article published as Yu, Huangchao, and George A. Kraus. "Divergent pathways to isophthalates and naphthalate esters from methyl coumalate." Tetrahedron Letters 59, no. 45 (2018): 4008-4010. DOI: 10.1016/j.tetlet.2018.09.058. Posted with permission.

Keywords
Pyrone, Enamine, Diels-Alder, Naphthalene
Citation
DOI
Collections