Oxidation of secondary aliphatic alcohols by dimethyldioxirane: Kinetics and selectivity

Authors
Cunningham, MA Vasquez, PC Franklin, PJ Baumstark, AL
Citation
Ma. Cunningham et al., Oxidation of secondary aliphatic alcohols by dimethyldioxirane: Kinetics and selectivity, HETEROCYC C, 4(3), 1998, pp. 201-204
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLIC COMMUNICATIONS
ISSN journal
07930283 → ACNP
Volume
4
Issue
3
Year of publication
1998
Pages
201 - 204
Database
ISI
SICI code
0793-0283(1998)4:3<201:OOSAAB>2.0.ZU;2-C
Abstract
The oxidation of acyclic (2-10) and cyclic (11-21) secondary aliphatic alco hols by dimethyldioxirane in acetone at 23 degrees C produced the correspon ding ketones in very good to excellent yields. Kinetic data (k(2)'s) were f ound to be similar for the acyclic series except for the most hindered comp ounds. The k(2)'s for the cyclic series were found to vary with ring size a nd to be generally larger than those for the acyclic cases.