Reaction of 2,3-allenoates with TsNBr2 in the presence of base:: A facile highly stereoselective synthesis of (1E,2E)-3-bromo-4-oxo-N′-tosyl-2-alkenoxylimidic acid ethyl esters

被引：27

作者：

Shen, Ruwei

Huang, Xian

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 10期

关键词：

D O I：

10.1021/jo070239z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A novel reaction pathway of 2,3-allenoates with an electrophile (TsNBr2) in the presence of K2CO3 to produce (1E,2E)-3-bromo-4-oxo-N'-tosyl-2-alkenoxylimidic acid ethyl esters is reported. The reaction proceeds in a highly stereoselective fashion. A plausible mechanism to rationalize this reaction is also proposed.

引用

收藏

页码：3961 / 3964

页数：4

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