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

页码：3463 / 3466

页数：4

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