Organocatalyzed regioselective and enantioselective synthesis of 1,4-and 1,2-dihydropyridines

被引：1

作者：

Le, Truong-Giang ^{[1
]}

Pham, Hoai-Thu ^{[1
]}

Martin, James P. ^{[1
]}

Chataigner, Isabelle ^{[2
]}

Renaud, Jean-Luc ^{[3
]}

机构：

[1] Vietnam Acad Sci & Technol, Inst Chem, Hanoi, Vietnam

[2] Univ Rouen Normandie, Dept Chem, Lab COBRA, UMR CNRS 6014, Rouen, France

[3] ENSICAEN, Lab Chim Mol & Thioorgan, Caen, France

来源：

SYNTHETIC COMMUNICATIONS | 2020年 / 50卷 / 17期

关键词：

Asymmetric synthesis; chiral secondary amine; dihydropyridine; enantioselective organocatalysis; ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; DIASTEREOSELECTIVE SYNTHESIS; 2+2+2 CYCLOADDITION; CATALYZED SYNTHESIS; 1,4-DIHYDROPYRIDINES; IMINES; REARRANGEMENT; PIPERIDINES; REDUCTION;

D O I：

10.1080/00397911.2020.1778034

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we introduce one of the first examples of asymmetric organocatalyzed synthesis of 1,2-dihydropyridines, affording enantioselective access to and partially solving regioselectivity challenges in the synthesis of dihydropyridines. We demonstrate that through modification of organocatalysts both 1,2- and 1,4-dihydropyridines (1,2- and 1,4-DHPs) can be obtained with high regioselectivity (ratio of 1,2-DHP/1,4-DHP from 95/5 to 0/100) and enantioselectivity (33% ee for 1,2-DHPs and up to 98% ee for 1,4-DHPs) in good yields (up to 87%).

引用

页码：2673 / 2684

页数：12

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