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

页码：7896 / +

页数：4