Unexpected substituent effect in the stereoselective synthesis of trifluoromethyl group containing cyclopropane lactones

Citation
F. Faigl et al., Unexpected substituent effect in the stereoselective synthesis of trifluoromethyl group containing cyclopropane lactones, J FLUORINE, 103(2), 2000, pp. 117-121
Citations number
11
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF FLUORINE CHEMISTRY
ISSN journal
00221139 → ACNP
Volume
103
Issue
2
Year of publication
2000
Pages
117 - 121
Database
ISI
SICI code
0022-1139(200005)103:2<117:USEITS>2.0.ZU;2-Z
Abstract
Methyl or phenyl substitution in the allylic position of malonic esters of (E)-3-phenyl-3-trifluoromethyI-2-propen-1-ol resulted in unexpected and unp recedented stereospecific formation of the corresponding cyclopropane lacto ne derivatives by a multistep reaction with iodine in the presence of potas sium carbonate and phase transfer catalyst. (C) 2000 Elsevier Science S.A. All rights reserved.