Rhodium(I)-Catalyzed C-C Bond Activation of Siloxyvinylcyclopropanes with Diazoesters

被引：26

作者：

Feng, Sheng ^{[1
,2
]}

Mo, Fanyang ^{[1
,2
,3
]}

Xia, Ying ^{[1
,2
]}

Liu, Zhenxing ^{[1
,2
]}

Liu, Zhen ^{[1
,2
]}

Zhang, Yan ^{[1
,2
]}

Wang, Jianbo ^{[1
,2
]}

机构：

[1] Peking Univ, BNLMS, Beijing 100871, Peoples R China

[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Chem, Beijing 100871, Peoples R China

[3] Peking Univ, Coll Engn, Dept Energy & Resources Engn, Beijing 100871, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 49期

关键词：

C-C activation; carbenes; diazo compounds; rhodium; small ring systems; INTRAMOLECULAR 3+2 CYCLOADDITION; CATALYZED 5+2+1 CYCLOADDITION; NATURAL-PRODUCT SYNTHESIS; DIELS-ALDER REACTION; ENE-VINYLCYCLOPROPANES; METAL CARBENE; ALKYNES; TOSYLHYDRAZONES; INSERTION; 1ST;

D O I：

10.1002/anie.201609642

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The rhodium(I)-catalyzed C-C bond activation reaction of siloxyvinylcyclopropanes with diazoesters demonstrates a novel mode of C-C bond cleavage of siloxyvinvylcyclopanes. The alkene products were obtained as single E-configured isomers in good yields. A sigma,(3)-allyl rhodium complex, which has been previously proposed as the key intermediate in rhodium(I)-catalyzed cycloaddition of vinylcyclopropanes, has been isolated and characterized by X-ray crystallography.

引用

页码：15401 / 15405

页数：5

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