Highly Diastereo- and Enantioselective Synthesis of Chiral Cyclohexylphosphines by Cu-Catalyzed Phosphination-Aldol Cyclization of Ketone-Enamides

被引:1
作者
Li, Junbao [1 ]
Sun, Jinghui [1 ]
Yan, Yifei [1 ]
Dong, Zhuyong [2 ]
Xu, Jun [1 ]
Li, Wanmei [1 ]
Huang, Yinhua [1 ]
机构
[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 311121, Peoples R China
[2] Hangzhou Create Environm Energy & Technol Co Ltd, Hangzhou 311121, Peoples R China
关键词
ASYMMETRIC-SYNTHESIS; DIARYLPHOSPHINES; DERIVATIVES; HYDROPHOSPHINATION;
D O I
10.1021/acs.orglett.3c03836
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly diastereo- and enantioselective phosphinative cyclization of ketone-enamides with secondary diarylphosphines enabled by copper catalysis is reported, providing a range of chiral tertiary cyclohexylphosphines bearing three contiguous stereogenic centers in high yields. This asymmetric phosphination-aldol cyclization protocol can also be extended to desymmetrization of dione-enamides to create four contiguous stereogenic centers in a highly selective manner.
引用
收藏
页码:210 / 214
页数:5
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