Reactions of 5-trifluoroacetyl-3,4dihydro-2H-pyran with zinc reagents

Citation
Sz. Zhu et al., Reactions of 5-trifluoroacetyl-3,4dihydro-2H-pyran with zinc reagents, J FLUORINE, 99(2), 1999, pp. 141-144
Citations number
7
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF FLUORINE CHEMISTRY
ISSN journal
00221139 → ACNP
Volume
99
Issue
2
Year of publication
1999
Pages
141 - 144
Database
ISI
SICI code
0022-1139(199911)99:2<141:RO5WZR>2.0.ZU;2-6
Abstract
One pot reaction of 5-trifluoroacetyl-3,4-dihydro-2H-pyran with alkyl bromi des Rbr in the presence of zinc powder gave the corresponding alcohol (CH2) (3)OCH=CC(R)(CF3)OH (R: CH2CO2Me, 3a; CH2=CHCH2- 3b); 3a readily hydrolysed to the corresponding carboxylic acid under dilute acidic conditions, intra molecular cycle addition of this acid afforded a bicycle lactone. (C) 1999 Elsevier Science S.A. All rights reserved.