Pd-Catalyzed Asymmetric Intramolecular Arylative Dearomatization of para-Aminophenols†

被引：28

作者：

Xu, Ren-Qi ^{[1
]}

Yang, Ping ^{[1
]}

Zheng, Chao ^{[1
]}

You, Shu-Li ^{[1
]}

机构：

[1] Univ Chinese Acad Sci, Chinese Acad Sci, Ctr Excellence Mol Synth, State Key Lab Organometall Chem,Shanghai Inst Org, 345 Tingling Lu, Shanghai 200032, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2020年 / 38卷 / 07期

关键词：

Asymmetric catalysis; Dearomatization; Homogeneous catalysis; Palladium; Phenol; ERYTHRINA ALKALOID 3-DEMETHOXYERYTHRATIDINONE; HYDROXYLATIVE PHENOL DEAROMATIZATION; ENANTIOSELECTIVE DEAROMATIZATION; OXIDATIVE DEAROMATIZATION; ALLYLIC DEAROMATIZATION; BETA-NAPHTHOLS; EFFICIENT SYNTHESIS; KINETIC RESOLUTION; CHIRAL SYNTHESIS; SYNTHETIC ROUTE;

D O I：

10.1002/cjoc.202000109

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Summary of main observation and conclusion Asymmetric arylative dearomatization reactions of para-aminophenols are realized by a Pd-catalyst consisting of a TADDOL (alpha,alpha,alpha',alpha'-tetraaryl-2,2-disubstituted 1,3-dioxolane-4,5-dimethanol)-derived chiral phosphoramidite ligand. The tetracyclic products bearing the key skeleton of Erythrina alkaloids are afforded in reasonable yields (up to 73%) with good to excellent enantioselectivity (up to 97% ee). Concise total synthesis of (-)-3-demethoxyerythratidinone is achieved by employing this method as the key step.

引用

页码：683 / 689

页数：7

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