AMPLIFIED ASYMMETRIC DIHYDROXYLATION OF A RACEMIC CYCLOPENTENE

Citation
Cw. Jefford et G. Timari, AMPLIFIED ASYMMETRIC DIHYDROXYLATION OF A RACEMIC CYCLOPENTENE, Journal of the Chemical Society, Chemical Communications, (15), 1995, pp. 1501-1502
Citations number
19
Categorie Soggetti
Chemistry
ISSN journal
00224936
Issue
15
Year of publication
1995
Pages
1501 - 1502
Database
ISI
SICI code
0022-4936(1995):15<1501:AADOAR>2.0.ZU;2-M
Abstract
Racemic cyclopenteno-1,2,4-trioxane 1/ent-1 by iterative dihydroxylati on with N-methylmorpholine N-oxide in the presence of catalytic amount s of K2OsO4 and (DHOD)(2)PHAL in aqueous Me(2)CO at 25 degrees C gives essentially enantiomerically pure diols 2 (96% e.e.) and ent-2 (98% e .e.) in yields of 31.5 and 43%, respectively.