Construction of three stereocenters via hydrogenative desymmetrization of 2,2,5-trisubstituted cyclohexane-1,3-diones  被引量:4

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作  者:Yi-Xuan Ding Zhou-Hao Zhu Han Wang Chang-Bin Yu Yong-Gui Zhou 

机构地区:[1]State Key Laboratory of Catalysis,Dalian Institute of Chemical Physics,Chinese Academy of Sciences,Dalian 116023,China [2]University of Chinese Academy of Sciences,Beijing 100049,China [3]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China

出  处:《Science China Chemistry》2021年第2期232-237,共6页中国科学(化学英文版)

基  金:the National Natural Science Foundation of China(21532006,21690074);Chinese Academy of Sciences(XDB17020300,SSW-SLH035)。

摘  要:A Ru-catalyzed hydrogenative desymmetrization of 2,2,5-trisubstituted cyclohexane-1,3-diones was developed for construction of three stereocenters including two coherent and discontiguous chiral centers and a chiral quaternary carbon with excellent enantio-and diastereoselectivities.Stereodivergent synthesis of four stereoisomers could be conducted with high enantioselectivities.The desymmetrization could be achieved at gram scale without loss of reactivity and optical purity,and a formal synthesis of bioactive molecule(-)-isocelorbicol was completed.

关 键 词:DESYMMETRIZATION HYDROGENATION 1 3-cyclohexanediones three stereocenters chiral quaternary carbon 

分 类 号:O621.251[理学—有机化学]

 

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