Radicals from epoxides. Intramolecular addition to aldehyde and ketone carbonyls

Authors
Fernandez-Mateos, A de la Nava, EM Coca, GP Silvo, AR Gonzalez, RR
Citation
A. Fernandez-mateos et al., Radicals from epoxides. Intramolecular addition to aldehyde and ketone carbonyls, ORG LETT, 1(4), 1999, pp. 607-609
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
4
Year of publication
1999
Pages
607 - 609
Database
ISI
SICI code
1523-7060(19990826)1:4<607:RFEIAT>2.0.ZU;2-A
Abstract
[GRAPHICS] Titanocene chloride reacts with epoxides by C-O homolysis with clean regios electivity. The resultant radicals undergo intramolecular addition to aldeh yde and ketone carbonyls to afford cycloalkanols in good yields. The behavi or of epoxy alcohols with titanocene chloride to afford saturated diols and epoxy esters that give unsaturated hydroxy esters deserve special mention.