Issue 11, 2003
From the journal:

Organic & Biomolecular Chemistry

Intramolecular acylative ring-switching reactions of 3-(tetrahydro-2′-furyl)propanoic acid derivatives to give butanolides: mechanism and scope

David H. Grayson,*a   Úna McCarthya  and  Edwin D. Roycrofta  

* Corresponding authors

a Centre for Synthesis and Chemical Biology, University Chemical Laboratory, Trinity College, Dublin 2, Ireland

Abstract

The mechanism by which dihydro-5-(3′-trifluoroacetoxypropyl)-2(3H)-furanone is formed when 3-(tetrahydro-2′-furyl)propanoic-trifluoroacetic mixed anhydride is treated with an acidic catalyst is defined, and routes to some potentially useful butanolide synthons are described.

Graphical abstract: Intramolecular acylative ring-switching reactions of 3-(tetrahydro-2′-furyl)propanoic acid derivatives to give butanolides: mechanism and scope

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Article information

DOI
https://doi.org/10.1039/B301329B
Article type
Paper
Submitted
03 Feb 2003
Accepted
10 Apr 2003
First published
06 May 2003

Org. Biomol. Chem., 2003,1, 1930-1937

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Intramolecular acylative ring-switching reactions of 3-(tetrahydro-2′-furyl)propanoic acid derivatives to give butanolides: mechanism and scope

D. H. Grayson, Ú. McCarthy and E. D. Roycroft, Org. Biomol. Chem., 2003, 1, 1930 DOI: 10.1039/B301329B

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