Lewis Acid/Rhodium-Catalyzed Formal [3+3]-Cycloaddition of Enoldiazoacetates with Donor-Acceptor Cyclopropanes

被引：59
|
作者：
Cheng, Qing-Qing [1 ]
Qian, Yu [2 ]
Zavalij, Peter Y. [2 ]
Doyle, Michael P. [1 ]
机构：
[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA
[2] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 14期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
ENANTIOSELECTIVE 3+3 CYCLOADDITION; AZOMETHINE IMINES; CARBONYL-COMPOUNDS; ORGANIC-SYNTHESIS; PROPARGYL ESTERS; CONSTRUCTION; 1,1-DIESTERS; DERIVATIVES; ANNULATION; ENAMINES;
D O I：
10.1021/acs.orglett.5b01674
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A formal [8 + 3]-cycloaddition, of enoldiazoacetates with donor acceptor cyclopropanes was realized by the Combination of a Lewis acid-catalyzed diastereoselective [3 + 2]-cycloaddition and a subsequent rhodium-catalyzed chemoselective ring expansion. This tandem transformation provides an efficient approach to highly functionalized cyclohexenes.
引用
收藏
页码：3568 / 3571
页数：4
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