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

页码：5048 / 5051

页数：4

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