TEMPERATURE EFFECTS IN ASYMMETRIC DIHYDROXYLATION - EVIDENCE FOR A STEPWISE MECHANISM

Authors
GOBEL T SHARPLESS KB
Citation
T. Gobel et Kb. Sharpless, TEMPERATURE EFFECTS IN ASYMMETRIC DIHYDROXYLATION - EVIDENCE FOR A STEPWISE MECHANISM, Angewandte Chemie, International Edition in English, 32(9), 1993, pp. 1329-1331
Citations number
21
Categorie Soggetti
Chemistry
Journal title
Angewandte Chemie, International Edition in English → ACNP
ISSN journal
05700833
Volume
32
Issue
9
Year of publication
1993
Pages
1329 - 1331
Database
ISI
SICI code
0570-0833(1993)32:9<1329:TEIAD->2.0.ZU;2-W
Abstract
For more than 50 year, the accepted opinion was that the dihydroxylati on of olefins with OsO4 proceeded by a concerted mechanism [Eq. (a)]. However, if the influence of the reaction temperature on the enantiome ric excesses in asymmetric dihydroxylations is studied. Eyring plots a re obtained with inversion points, which is consistent with a stepwise mechanism.