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
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
收藏
页码:15401 / 15405
页数:5
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