Pd(II)-Catalyzed Atroposelective C-H Allylation: Synthesis of Enantioenriched N-Aryl Peptoid Atropisomers

被引：15

作者：

Jia, Zhen-Sheng ^{[1
]}

Wu, Yong-Jie ^{[2
]}

Yao, Qi-Jun ^{[2
]}

Xu, Xue-Tao ^{[1
]}

Zhang, Kun ^{[1
]}

Shi, Bing-Feng ^{[2
,3
,4
]}

机构：

[1] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529020, Guangdong, Peoples R China

[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China

[3] Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Henan, Peoples R China

[4] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 01期

关键词：

ENANTIOSELECTIVE SYNTHESIS; ACTIVATION; FUNCTIONALIZATION; C(SP(2))-H; OLIGOMERS;

D O I：

10.1021/acs.orglett.1c03967

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Pd-catalyzed atroposelective C-H allylation with 1,1-disubstituted alkenes was developed for the synthesis of enantioenriched N-aryl peptoid atropisomers via beta-H elimination using commercially available and inexpensive L-pGlu-OH as a chiral ligand. Exclusive allylic selectivity was achieved. Additionally, a series of enantioenriched N-aryl peptoid atropisomers were obtained in synthetically useful yields with excellent enantioselectivities (up to 90% yield and 97% ee).

引用

页码：304 / 308

页数：5

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