L-Phenylalanine potassium catalyzed asymmetric formal [3+3] annulation of 2-enoyl-pyridine N-oxides with acetone

被引：13

作者：

Xu, Youguo

Zhang, Sheng

L, Lijun, I

Wang, Yukang

Zha, Zhenggen

Wang, Zhiyong ^{[1
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Soft Matter Chem, Hefei 230026, Anhui, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 03期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE MICHAEL ADDITION; ALDOL-DEHYDRATION REACTION; 4 STEREOGENIC CENTERS; DIELS-ALDER REACTION; ALPHA; BETA-UNSATURATED KETONES; PYBOX-DIPH-ZN(II) COMPLEX; CYCLOADDITION REACTION; CARBONYL-COMPOUNDS; BUILDING-BLOCKS; DERIVATIVES;

D O I：

10.1039/c7qo00796e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly enantioselective formal [3 + 3] annulation of 2-enoyl-pyridine N-oxides with acetone was developed. In this transformation, an amino-acid salt L-phenylalanine potassium proved to be a robust organocatalyst, and the corresponding annulation derivatives can be obtained with moderate to excellent yields (up to 99%) and good to excellent enantioselectivities (up to 94%).

引用

页码：376 / 379

页数：4

共 49 条

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