Aldehyde Olefination with Arylboroxines Enabled by Binary Rhodium Catalysis

被引:5
作者
Hu, Fangdong [1 ]
Xia, Ying [2 ,3 ,4 ]
Zhang, Zihao [1 ,2 ,3 ,4 ]
Jia, Jie [2 ,3 ,4 ]
机构
[1] Linyi Univ, Sch Chemistr y & Chem Engn, Linyi 276000, Peoples R China
[2] Sichuan Univ, West China Sch Publ Hlth, Chengdu 610041, Sichuan, Peoples R China
[3] Sichuan Univ, West China Hosp 4, Chengdu 610041, Sichuan, Peoples R China
[4] Sichuan Univ, State Key Lab Biotherapy, Chengdu 610041, Sichuan, Peoples R China
关键词
ENANTIOSELECTIVE TOTAL-SYNTHESIS; ORGANOBORON REAGENTS; ARYL; KETONES; MECHANISM;
D O I
10.1021/acs.orglett.3c00916
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rhodium-catalyzed olefination of aliphatic alde-hydes with arylboroxines is described. The simple rhodium(I) complex [Rh(cod)OH]2 without any external ligands or additives is able to catalyze the reaction in air and neutral conditions, allowing the construction of aryl olefins in an efficient manner with a good functional group tolerance. The mechanistic investigation illustrates that the binary rhodium catalysis is the key for the transformation, which involves a Rh(I)-catalyzed 1,2-addition and a Rh(III)-catalyzed elimination.
引用
收藏
页码:3228 / 3233
页数:6
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