Intramolecular acylative ring-switching reactions of 3-(tetrahydro-2'-furyl)propanoic acid derivatives to give butanolides: mechanism and scope.
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.
Grayson
David H
DH
Centre for Synthesis and Chemical Biology, University Chemical Laboratory, Trinity College, Dublin 2, Ireland.
McCarthy
Una
U
Roycroft
Edwin D
ED