Enantioselective N-Heterocyclic Carbene-Catalyzed Synthesis of Trifluoromethyldihydropyridinones

被引:24
|
作者
Wang, Dong-Ling [1 ,2 ]
Liang, Zhi-Qin [2 ]
Chen, Kun-Quan [1 ,2 ]
Sun, De-Qun [1 ]
Ye, Song [2 ]
机构
[1] Shandong Univ, Marine Coll, Weihai 264209, Peoples R China
[2] Chinese Acad Sci, Inst Chem, Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 11期
基金
美国国家科学基金会;
关键词
DIELS-ALDER REACTION; ALPHA; BETA-UNSATURATED ALDEHYDES; NUCLEOPHILIC CARBENES; GAMMA-BUTYROLACTONES; ASYMMETRIC-SYNTHESIS; ENOLATE EQUIVALENTS; ACTIVATION; GENERATION; IMINES; ESTERS;
D O I
10.1021/acs.joc.5b00232
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective N-heterocyclic carbene-catalyzed [4 + 2] cyclocondensation of alpha-chloroaldehydes and trifluoromethyl N-Boc azadienes was developed, giving the corresponding 3,4-disubstituted-6-trifluoromethyldihydropyridin-2(1H)-ones in good yields with exclusive cis-selectivities and excellent enantioselectivities.
引用
收藏
页码:5900 / 5905
页数:6
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