Formal Carbene Insertion into C-C Bond: Rh(I)-Catalyzed Reaction of Benzocyclobutenols with Diazoesters

被引：177

作者：

Xia, Ying ^{[1
]}

Liu, Zhenxing ^{[1
]}

Liu, Zhen ^{[1
]}

Ge, Rui ^{[1
]}

Ye, Fei ^{[1
]}

Hossain, Mohammad ^{[1
]}

Zhang, Yan ^{[1
]}

Wang, Jianbo ^{[1
]}

机构：

[1] Peking Univ, Coll Chem, Minist Educ, Beijing Natl Lab Mol Sci,Key Lab Bioorgan Chem &, Beijing 100871, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 08期

关键词：

ALPHA-DIAZOCARBONYL COMPOUNDS; CATALYZED CARBON-CARBON; DIAZO-COMPOUNDS; ENANTIOSELECTIVE SYNTHESIS; SITE-SELECTIVITY; METAL CARBENE; ALKYNES; ACTIVATION; CONSTRUCTION; ARYL;

D O I：

10.1021/ja500118w

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Rh(I)-catalyzed formal carbene insertion into C-C bond of benzocyclobutenols has been realized by employing diazoesters as carbene precursors. The product indanol derivatives were obtained in good yields and in diastereoselective manner under mild reaction conditions. All-carbon quaternary center is constructed at the carbenic carbon. This catalytic reaction involves selective cleavage of C-C bond, Rh(I) carbene insertion, and intramolecular aldol reaction.

引用

页码：3013 / 3015

页数：3

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