A chiral Lewis acid strategy for enantioselective allylic C-H oxidation

被引:226
作者
Covell, Dustin J. [1 ]
White, M. Christina [1 ]
机构
[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA
关键词
allylic oxidation; C-H activation; enantioselectivity;
D O I
10.1002/anie.200802106
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Skip the chiral ligand: A chiral Lewis acid strategy for effecting asymmetric induction in oxidative systems not amenable to strongly binding chiral ligands is disclosed and its mechanism investigated. The highest levels of enantioselectivity for allylic C-H oxidation of terminal olefins is reported (see scheme; BQ=1,4-benzoquinone, LA*=chiral Lewis acid). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6448 / 6451
页数:4
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