Enantioselective Hetero-Diels-Alder Reaction and the Synthesis of Spiropyrrolidone Derivatives

被引:13
|
作者
Huang, Yekai
Li, Yanan
Sun, Jianan
Li, Jindong
Zha, Zhenggen [1 ]
Wang, Zhiyong [1 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Soft Matter Chem, Hefei 230026, Anhui, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 15期
基金
中国国家自然科学基金;
关键词
BETA; GAMMA-UNSATURATED ALPHA-KETOESTERS; DANISHEFSKYS DIENE; CARBONYL-COMPOUNDS; GLYOXYLATE ESTERS; HENRY REACTION; ACID CATALYST; ALDEHYDES; COMPLEX; CYCLOPENTADIENE; CYCLOADDITION;
D O I
10.1021/acs.joc.8b01057
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient enantioselective hetero-Diels-Alder reaction was developed under catalysis of a chiral copper complex. A variety of spiropyrrolidones, which bear a tetra-substituted carbon stereocenter, can be obtained in good yields with excellent enantioselectivities by virtue of this method. Furthermore, a substrate-dependent reaction pathway was proposed on the basis of the isolated intermediates.
引用
收藏
页码:8464 / 8472
页数:9
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