Lewis Acid Catalyzed Inverse-Electron-Demand Diels-Alder Reaction of Tropones

被引:99
|
作者
Li, Pingfan [1 ]
Yamamoto, Hisashi [1 ]
机构
[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
ASYMMETRIC CLAISEN REARRANGEMENT; CHIRAL ORGANOALUMINUM REAGENT; PERFLUOROPHENYL DERIVATIVES; VINYL ETHERS; RING-SYSTEM; ALDOL-TYPE; TRIS(PENTAFLUOROPHENYL)BORON; CYCLOADDITIONS; EFFICIENT; CP-225,917;
D O I
10.1021/ja908127f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Lewis acid catalyzed inverse-electron-demand Diets-Alder reaction of tropone derivatives was developed. Up to 97% ee was obtained for the chiral dinucleus BINOL-aluminum complex catalyzed reaction between tropones and ketene diethyl acetal to give bicyclo[3.2.2] ring structures, which opens up a unique way of making chiral seven-membered rings.
引用
收藏
页码:16628 / +
页数:3
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