Facile Synthesis of Tetrahydro-1H-isoindolones via a Sequential Three-Component Copper-Catalyzed Coupling/Propargyl-Allenyl Isomerization/[4+2] Cyclization Reaction

被引：25
|
作者：
Cao, Jian [1 ]
Huang, Xian [1 ,2 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 21期
基金：
中国国家自然科学基金;
关键词：
DOMINO REACTIONS; SUBSTITUTED ALLENES; ORGANIC-SYNTHESIS; ISOMERIZATION; DERIVATIVES; CYCLOADDITIONS; CYTOCHALASIN; L-696,474; INSERTION; REAGENTS;
D O I：
10.1021/ol102235t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An interesting sequential three-component copper-catalyzed coupling/propargyl-allenyl isomerization/[4 + 2] cyclization reaction, providing a facile synthesis of highly substituted tetrahydro-1H-isoindolones from conjugated vinylic alkynes, imines, and alpha,beta-unsaturated enoic acid chlorides is reported. The most attractive feature of this transformation is that three stereogenic centers could be generated in one step with high diastereoselectivity.
引用
收藏
页码：5048 / 5051
页数：4
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