Asymmetric Transfer Hydrogenation of rac-α-(Purin-9-yl)cyclopentones via Dynamic Kinetic Resolution for the Construction of Carbocyclic Nucleosides

被引:24
作者
Zhang, Yi-Ming [1 ]
Zhang, Qi-Ying [1 ]
Wang, Dong-Chao [1 ]
Xie, Ming-Sheng [1 ]
Qu, Gui-Rong [1 ]
Guo, Hai-Ming [1 ]
机构
[1] Henan Normal Univ, Sch Chem & Chem Engn, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Henan Key Lab Organ Funct Molecules & Drug Innova, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
HIGHLY ENANTIOSELECTIVE SYNTHESIS; KETONES; ACCESS; DRIVEN; STEP;
D O I
10.1021/acs.orglett.9b00451
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An asymmetric transfer hydrogenation via dynamic kinetic resolution of a broad range of rac-alpha-(purin-9-yl)cyclopentones was first developed. A series of cis-beta-(purin-9-yl)cyclopentanols were obtained with up to 97% yield, >20/1 dr, and >99% ee. This also provides an efficient synthetic route to a variety of chiral carbocyclic nucleosides.
引用
收藏
页码:2998 / 3002
页数:5
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