Asymmetric α-Allylation of Aldehydes with Alkynes by Integrating Chiral Hydridopalladium and Enamine Catalysis

被引：47

作者：

Su, Yong-Liang ^{[1
,2
]}

Li, Lu-Lu ^{[1
,2
]}

Zhou, Xiao-Le ^{[1
,2
]}

Dai, Zhen-Yao ^{[1
,2
]}

Wang, Pu-Sheng ^{[1
,2
]}

Gong, Liu-Zhu ^{[1
,2
,3
]}

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China

[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[3] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 08期

基金：

中国博士后科学基金;

关键词：

ALLYLIC ALKYLATION; DIELS-ALDER; INTRAMOLECULAR HYDROAMINATION; CARBOXYLIC-ACIDS; TERMINAL ALKYNES; METAL CATALYSIS; ATOM ECONOMY; RH; PRONUCLEOPHILES; CONSTRUCTION;

D O I：

10.1021/acs.orglett.8b00740

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed asymmetric alpha-allylation of aldehydes with alkynes has been established by integrating the catalysis of enamine and chiral hydridopalladium complex that is reversibly formed from the oxidative addition of Pd(0) to chiral phosphoric acid. The ternary catalyst system, consisting of an achiral palladium complex, a primary amine, and a chiral phosphoric acid allows the reaction to tolerate a wide scope of alpha,alpha-disubstituted aldehydes and alkynes, affording the corresponding allylation products in high yields and with excellent levels of enantioselectivity.

引用

页码：2403 / 2406

页数：4

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