Cationic Rhodium(I) Complex-Catalyzed [3+2] and [2+1] Cycloadditions of Propargyl Esters with Electron-Deficient Alkynes and Alkenes

被引：55
|
作者：
Shibata, Yu [1 ]
Noguchi, Keiichi [2 ]
Tanaka, Ken [1 ]
机构：
[1] Tokyo Univ Agr & Technol, Dept Appl Chem, Grad Sch Engn, Koganei, Tokyo 1848588, Japan
[2] Tokyo Univ Agr & Technol, Instrumentat Anal Ctr, Koganei, Tokyo 1848588, Japan
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 23期
关键词：
FISCHER CARBENE COMPLEXES; ASYMMETRIC CYCLOPROPANATION; OLEFIN CYCLOPROPANATION; ACETATES; VINYLCARBENOIDS; CYCLOPENTENES; ANNULATION; PRECURSORS;
D O I：
10.1021/ja102418h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A cationic rhodium(I) complex, [Rh(cod)(2)]SbF6 catalyzes the [3 + 2] cycloaddition of propargyl esters with dialkyl acetylenedicarboxylates in good yields, presumably through carbonyl-stabilized cationic rhodium(I) alkenylcarbene intermediates. The same rhodium(I) complex also catalyzes the [2 + 1] cycloaddition (cyclopropanation) of propargyl esters with N,N-disubstituted acrylamides in good yields with perfect diastereoselectivity.
引用
收藏
页码：7896 / +
页数：4
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