A NOVEL NUCLEOPHILIC-ADDITION TO ALPHA-FLUORO-ALPHA-TRIFLUOROMETHYL-GAMMA-LACTONES

Authors
OGU K SAITO Y AKAZOME M OGURA K
Citation
K. Ogu et al., A NOVEL NUCLEOPHILIC-ADDITION TO ALPHA-FLUORO-ALPHA-TRIFLUOROMETHYL-GAMMA-LACTONES, Heterocycles, 48(1), 1998, pp. 15-20
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
48
Issue
1
Year of publication
1998
Pages
15 - 20
Database
ISI
SICI code
0385-5414(1998)48:1<15:ANNTA>2.0.ZU;2-M
Abstract
alpha-Fluoro-beta-(p-tolylsuIfonylmethyl)-alpha -trifluoromethyl-gamma -lactones (2) show high reactivity for various nucleophiles to afford cyclic hemiketals (3). Reduction of 3 with lithium aluminium hydride b rought about reductive ring opening to give -tolylsulfonylmethyl)-2-(t rifluoromethyl)alkane-1, 4-diols (4) in a stereoselective manner.