Zirconium-mediated asymmetric Baeyer-Villiger oxidation

被引:0
|
作者
Bolm, C [1 ]
Beckman, O [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
oxygen insertion; asymmetric synthesis; optically active butyrolactones; zirconium; atropisomers;
D O I
10.1002/(SICI)1520-636X(2000)12:5/6<523::AID-CHIR39>3.3.CO;2-Q
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Combinations of axially chiral C-2-symmetric diols were used as ligands in zirconium-mediated Baeyer-Villiger reactions. The in situ preformed Zr-diol species proved effective in the asymmetric oxidation of bicyclic and monosubstituted cyclobutanones when a hydroperoxide was employed as oxidant. Asymmetric induction could be preserved upon replacement of one out of two enantiopure BINOL ligands by conformationally flexible 2,2'-biphenol. (C) 2000 Wiley-Liss, Inc.
引用
收藏
页码:523 / 525
页数:3
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