Iridium-Catalyzed Chemo- and Enantioselective Hydrogenation of Cycloalkenones to Access Chiral Cycloallylalcohols

被引:0
|
作者
Chang, Kedi [1 ]
Yang, Li [1 ]
Liu, Yue [1 ]
Cao, Jinghao [1 ]
Zuo, Linhong [1 ]
Liu, Qixing [1 ]
Zhang, Xumu [2 ,3 ]
Yin, Congcong [1 ]
Zhou, Haifeng [1 ]
机构
[1] China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Res Ctr Green Pharmaceut Technol & Proc, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Peoples R China
[2] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
[3] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
基金
中国国家自然科学基金;
关键词
ASYMMETRIC HYDROGENATION; ALLYLIC ALCOHOLS; KETONES; ENONES; REARRANGEMENT; LIGANDS; AMINES; ALPHA;
D O I
10.1021/acs.orglett.4c03615
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method for the efficient synthesis of chiral cycloallylalcohols has been developed, achieving excellent yields and enantioselectivities (>99% conversion, turnover number of <= 50 000, and >99% ee). This approach accommodates a variety of cycloalkenones with different aryl substituents and is tolerant of a broad range of functional groups. The synthetic utility of this method has been demonstrated through gram-scale synthesis and subsequent transformations into diverse enantioenriched oxygen-containing compounds.
引用
收藏
页码:9841 / 9846
页数:6
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