N,N′-Dioxide/Zinc Bis(trifluoromethylsulfonyl)imide Complex Catalyzed Enantioselective Diels-Alder Reaction of Cyclopentadiene with Alkynones

被引:19
作者
Kang, Tengfei [1 ]
Wang, Zhen [1 ]
Lin, Lili [1 ]
Liao, Yuting [1 ]
Zhou, Yuhang [1 ]
Liu, Xiaohua [1 ]
Feng, Xiaoming [1 ]
机构
[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China
基金
中国国家自然科学基金;
关键词
alkynones; asymmetric catalysis; Diels-Alder reaction; N; '-dioxide; norbornadiene; INVERSE-ELECTRON-DEMAND; BETA; GAMMA-UNSATURATED ALPHA-KETOESTERS; ASYMMETRIC 1,4-ADDITION; CONJUGATE ADDITION; CHIRAL OXAZABOROLIDINE; LEWIS-ACID; CATIONIC OXAZABOROLIDINES; ALIPHATIC-ALDEHYDES; MICHAEL REACTIONS; LIGANDS;
D O I
10.1002/adsc.201500069
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An N,N'-dioxide/zinc bis(trifluoromethylsulfonyl)imide complex has been developed as an efficient catalyst for the highly enantioselective Diels-Alder reaction of cyclopentadiene with alkynones. Various 2-acyl substituted norbornadiene derivatives were obtained in moderate to high yields (up to 99%) with good enantiomeric excesses (up to 95%).
引用
收藏
页码:2045 / 2049
页数:5
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