Palladium-catalyzed enantioselective oxidation of chiral secondary alcohols: Access to both enantiomeric series

被引:65
作者
Ebner, David C. [2 ]
Trend, Raissa M. [2 ]
Genet, Cedric [1 ]
McGrath, Matthew J. [1 ]
O'Brien, Peter [1 ]
Stoltz, Brian M. [2 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
[2] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
基金
英国工程与自然科学研究理事会;
关键词
alcohols; asymmetric catalysis; oxidation; palladium; synthetic methods;
D O I
10.1002/anie.200801865
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Rapid resolution: A new catalyst system for the oxidative kinetic resolution of secondary alcohols leads to dramatic rate increases. This system allows the use of a diamine to provide access to either enantiomer of a range of alcohols with good selectivity factors (see scheme). This method has been applied to the formal total synthesis of (-)-amurensinine. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6367 / 6370
页数:4
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