Osmium-catalyzed asymmetric dihydroxylation of olefins by H2O2;: Dual role of the cinchona alkaloid ligand

被引：30
|
作者：
Jonsson, SY [1 ]
Adolfsson, H [1 ]
Bäckvall, JE [1 ]
机构：
[1] Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden
来源：
ORGANIC LETTERS | 2001年 / 3卷 / 22期
关键词：
D O I：
10.1021/ol016450t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] A novel application of the cinchona alkaloid derivative (DHQD)(2)PHAL 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 IV-oxidized form, acting as reoxidant for the in situ generated osmium(VI). The formation of the N-oxide is catalyzed by a biomimetic flavin.
引用
收藏
页码：3463 / 3466
页数：4
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