A FACILE SYNTHESIS OF 5-SUBSTITUTED 2-FURYLACETATES VIA 6-HYDROXY-3-OXO-4-HEXENOATES

Citation
T. Kawano et al., A FACILE SYNTHESIS OF 5-SUBSTITUTED 2-FURYLACETATES VIA 6-HYDROXY-3-OXO-4-HEXENOATES, Tetrahedron letters, 36(42), 1995, pp. 7685-7688
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
42
Year of publication
1995
Pages
7685 - 7688
Database
ISI
SICI code
0040-4039(1995)36:42<7685:AFSO52>2.0.ZU;2-Q
Abstract
6-Substituted 3-ethoxy-6-hydroxy-2,4-hexadienoates (4) which were prep ared by reaction of ethyl (4E)-3-ethoxy-5-formyl-2,4-pentadienoate (3a ) with nucleophiles or sodium borohydride reduction of 6-substituted 3 -ethoxy-6-oxo-2,4-hexadienoates (3b-e) have been converted in very goo d yields into 5-substituted 2-furylacetates (5) by treating with 47%HB r in THF.