Rhodium-Catalyzed Asymmetric 1,4-Addition of alpha/beta-(N-Indolyl) Acrylates

Tan, Shuting1,2; Liu, Jian-Guo1,2; Xu, Ming-Hua1,2,3

2022-11-01

10.1021/acs.orglett.2c03626

ORGANIC LETTERS   Impact Factor & Quartile

1523-7060

1523-7052

A rhodium-catalyzed asymmetric 1,4-addition of alpha/beta-(N-indolyl) acrylates to access highly enantioenriched chiral N- alkylindoles promoted by chiral diene or sulfur-olefin ligands under mild reaction conditions has been developed, which provides an efficient and practical approach for constructing carbon stereocenters adjacent to the indole nitrogen. The reaction can be applied to various N-indolyl-substituted alpha,beta-unstaturated esters and arylboron reagents, providing access to a wide range of alpha- and beta-(N- indolyl) propionate derivatives in high yields with excellent enantioselectivities (& LE;99% ee).

SCI

English

NI Journal Papers

First ; Corresponding

NSFC["21672229","21971103"] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002] ; Shenzhen Science and Technology Innovation Commission[JCYJ20200109141408054]

Chemistry

Chemistry, Organic

WOS:000891579200001

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
3.Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

Tan, Shuting,Liu, Jian-Guo,Xu, Ming-Hua. Rhodium-Catalyzed Asymmetric 1,4-Addition of alpha/beta-(N-Indolyl) Acrylates[J]. ORGANIC LETTERS,2022.

Tan, Shuting,Liu, Jian-Guo,&Xu, Ming-Hua.(2022).Rhodium-Catalyzed Asymmetric 1,4-Addition of alpha/beta-(N-Indolyl) Acrylates.ORGANIC LETTERS.

Tan, Shuting,et al."Rhodium-Catalyzed Asymmetric 1,4-Addition of alpha/beta-(N-Indolyl) Acrylates".ORGANIC LETTERS (2022).