MODIFIED CINCHONA ALKALOID LIGANDS - IMPROVED SELECTIVITIES IN THE OSMIUM-TETROXIDE CATALYZED ASYMMETRIC DIHYDROXYLATION (AD) OF TERMINAL OLEFINS

Authors
ARRINGTON MP BENNANI YL GOBEL T WALSH P ZHAO SH SHARPLESS KB
Citation
Mp. Arrington et al., MODIFIED CINCHONA ALKALOID LIGANDS - IMPROVED SELECTIVITIES IN THE OSMIUM-TETROXIDE CATALYZED ASYMMETRIC DIHYDROXYLATION (AD) OF TERMINAL OLEFINS, Tetrahedron letters, 34(46), 1993, pp. 7375-7378
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
46
Year of publication
1993
Pages
7375 - 7378
Database
ISI
SICI code
0040-4039(1993)34:46<7375:MCAL-I>2.0.ZU;2-A
Abstract
Modification on the quinuclidine and the quinoline moieties of the bis cinchona-alkaloid phthalazine ligands resulted in improved enantiosel ectivities in the osmium tetroxide catalyzed dihydroxylation of olefin s. For the first time 1-decene, a common model for terminal aliphatic olefins, afforded enantioselectivities of over ninety percent.