Direct catalytic cross-coupling of alkenyllithium compounds

被引：54

作者：

Hornillos, Valentin ^{[1
]}

Giannerini, Massimo ^{[1
]}

Vila, Carlos ^{[1
]}

Fananas-Mastral, Martin ^{[1
]}

Feringa, Ben L. ^{[1
]}

机构：

[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands

来源：

CHEMICAL SCIENCE | 2015年 / 6卷 / 02期

基金：

欧洲研究理事会;

关键词：

ORGANOLITHIUM COMPOUNDS; ORTHO-METALATION; ORGANIC HALIDES; CARBON-CARBON; PALLADIUM; ARYL; REAGENTS; STRATEGY; ACETYLATION; VINYLATION;

D O I：

10.1039/c4sc03117b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd-2(dba)(3)/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl) lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding methyl ketones in a one pot procedure.

引用

页码：1394 / 1398

页数：5

共 50 条

[21] Catalytic vinylogous cross-coupling reactions of rhenium vinylcarbenoids
Chen, Ji
Wu, Jimmy
CHEMICAL SCIENCE, 2018, 9 (09) : 2489 - 2492
[22] A catalytic asymmetric cross-coupling approach to the synthesis of cyclobutanes
Goetzke, F. Wieland
Hell, Alexander M. L.
van Dijk, Lucy
Fletcher, Stephen P.
NATURE CHEMISTRY, 2021, 13 (09) : 880 - +
[23] A catalytic asymmetric cross-coupling approach to the synthesis of cyclobutanes
F. Wieland Goetzke
Alexander M. L. Hell
Lucy van Dijk
Stephen P. Fletcher
Nature Chemistry, 2021, 13 : 880 - 886
[24] New trends in the cross-coupling and other catalytic reactions
Beletskaya, Irina P.
Averin, Alexei D.
PURE AND APPLIED CHEMISTRY, 2017, 89 (10) : 1413 - 1428
[25] Catalytic Enantioselective Cyclization/Cross-Coupling with Alkyl Electrophiles
Cong, Huan
Fu, Gregory C.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (10) : 3788 - 3791
[26] Catalytic imine-imine cross-coupling reactions
Matsumoto, Masatoshi
Harada, Masashi
Yamashita, Yasuhiro
Kobayashi, Shu
CHEMICAL COMMUNICATIONS, 2014, 50 (86) : 13041 - 13044
[27] Cross-coupling control for a direct-drive robot
Fang, RW
Chen, JS
JSME INTERNATIONAL JOURNAL SERIES C-MECHANICAL SYSTEMS MACHINE ELEMENTS AND MANUFACTURING, 2002, 45 (03) : 749 - 757
[28] Organoaluminum-Mediated Direct Cross-Coupling Reactions
Minami, Hiroki
Saito, Tatsuo
Wang, Chao
Uchiyama, Masanobu
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (15) : 4665 - 4668
[29] On direct iron-catalyzed cross-coupling reactions
Czaplik, Waldemar Maximilian
Mayer, Matthias
Grupe, Sabine
Jacobi von Wangelin, Axel
PURE AND APPLIED CHEMISTRY, 2010, 82 (07) : 1545 - 1553
[30] Rhodium(II)-Catalyzed Cross-Coupling of Diazo Compounds
Hansen, Jorn H.
Parr, Brendan T.
Pelphrey, Philip
Jin, Quihui
Autschbach, Jochen
Davies, Huw M. L.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (11) : 2544 - 2548

← 1 2 3 4 5 →