N-Heterocyclic Carbene-Catalyzed Enantioselective Annulation of Bromoenal and 1,3-Dicarbonyl Compounds

被引:179
作者
Sun, Fang-Gang [1 ]
Sun, Li-Hui [1 ]
Ye, Song [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
基金
中国国家自然科学基金;
关键词
annulation reactions; asymmetric catalysis; bromoenals; dihydropyranones; N-heterocyclic carbenes; INTRAMOLECULAR STETTER REACTION; DIELS-ALDER REACTIONS; ALPHA; BETA-UNSATURATED ALDEHYDES; GAMMA-BUTYROLACTONES; STEREOSELECTIVE-SYNTHESIS; NUCLEOPHILIC CARBENES; BENZOIN CONDENSATION; MICHAEL ADDITION; ESTERS; ENALS;
D O I
10.1002/adsc.201100622
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Highly enantioselective [3+3] annulation reactions of bromoenals and 1,3-dicarbonyl compounds are reported. In addition, both enantiomers of the resultant dihydropyranone could be easily obtained by choosing N-heterocyclic carbenes (NHCs) with the same stereocenter but different substituents under the optimized reaction conditions.
引用
收藏
页码:3134 / 3138
页数:5
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