Asymmetric Hydrogenation of α,α′-Disubstituted Cycloketones through Dynamic Kinetic Resolution: An Efficient Construction of Chiral Diols with Three Contiguous Stereocenters

被引:79
|
作者
Liu, Chong [1 ,2 ]
Xie, Jian-Hua [1 ,2 ]
Li, Ya-Li [1 ,2 ]
Chen, Ji-Qiang [1 ,2 ]
Zhou, Qi-Lin [1 ,2 ]
机构
[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric hydrogenation; cycloketones; dynamic kinetic resolution; lycorane; ruthenium; BETA-ARYLOXY ALCOHOLS; ENANTIOSELECTIVE SYNTHESIS; CATALYTIC-HYDROGENATION; PHOSPHORUS LIGANDS; RUTHENIUM; ESTERS; KETONES; CYCLIZATION; REDUCTION; COMPLEXES;
D O I
10.1002/anie.201207561
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral diols with three contiguous stereocenters were synthesized by a highly enantioselective ruthenium-catalyzed asymmetric hydrogenation of racemic α,α′-disubstituted cycloketones involving dynamic kinetic resolution. This new catalytic asymmetric method provides a concise route to the alkaloid (+)-γ-lycorane. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:593 / 596
页数:4
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