Gold-Catalyzed 1,2-Acyloxy Migration/Intramolecular [3+2] 1,3-Dipolar Cycloaddtion Cascade Reaction: An Efficient Strategy for Syntheses of Medium-Sized-Ring Ethers and Amines

被引:43
|
作者
Zhao, Changgui [1 ]
Xie, Xingang [1 ]
Duan, Shuangshuang [1 ]
Li, Huilin [1 ]
Fang, Ran [1 ]
She, Xuegong [1 ,2 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China
关键词
cycloaddition; gold; heterocycles; medium-ring compounds; synthetic methods; CLOSING METATHESIS APPROACH; LYCOPODIUM ALKALOIDS; PROPARGYLIC ESTERS; CYCLOADDITION; HETEROCYCLES; (+)-LAURENCIN; CONSTRUCTION; MIGRATION; OXYGEN; ROUTE;
D O I
10.1002/anie.201406486
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient strategy for the formation of medium-sized-ring ethers and amines based on a gold-catalyzed cascade reaction, involving enynyl ester isomerization and intramolecular [3+2] cyclization, has been developed. Various multisubstituted medium-sized-ring unsaturated ethers and amines were obtained through this transformation. This method represents one of the relatively few transition metal catalyzed intramolecular cycloaddition reactions for medium-sized ring synthesis.
引用
收藏
页码:10789 / 10793
页数:5
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