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Studies on the Synthesis of Endocyclic Enol Lactones via a RCM of Selected Vinyl Esters

Anna Brodzka, Filip Borys, Dominik Koszelewski, Ryszard Ostaszewski*

*Institute of Organic Chemistry Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warszawa, Poland, Email: ryszard.ostaszewskiicho.edu.pl

A. Brodzka, F. Borys, D. Koszelewski, R. Ostaszewski, J. Org. Chem., 2018, 83, 8655-8661.

DOI: 10.1021/acs.joc.8b00807 (free Supporting Information)


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Abstract

Ring-closing metathesis of unsaturated carboxylic acids vinyl esters enables an efficient synthesis of endocyclic enol lactones. The developed methodology offers an easy route for synthetically challenging target molecules with different functional groups and substitution. Vinyl esters of cyclic carboxylic acids can also be successfully applied for domino ring-opening ring-closing metathesis sequences.

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Key Words

ring closing metathesis, 3,4-dihydropyran-2-ones


ID: J42-Y2018