S. Jonsson, H. Adolfsson, J. Bäckvall
Oct 9, 2001
Citations
0
Influential Citations
24
Citations
Journal
Organic letters
Abstract
[reaction: see text]. A novel application of the cinchona alkaloid derivative (DHQD)2PHAL in the osmium-catalyzed asymmetric dihydroxylation of olefins is presented. In a triple catalytic system using H2O2 as the terminal oxidant, the alkaloid ligand has a dual function in providing stereocontrol in the addition step and, via its N-oxidized form, acting as reoxidant for the in situ generated osmium(VI). The formation of the N-oxide is catalyzed by a biomimetic flavin.