Ruthenium-Catalyzed Synthesis of Functionalized 1,3-Dienes

被引：24

作者：

Achard, Mathieu ^{[1
]}

Derrien, Nolwenn ^{[1
]}

Zhang, Hui-Jun ^{[1
]}

Demerseman, Bernard ^{[1
]}

Bruneau, Christian ^{[1
]}

机构：

[1] Univ Rennes 1, CNRS, UMR Sci Chim Catalyse & Organomet 6226, F-35042 Rennes, France

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 01期

关键词：

ALLYLIC ALKYLATION; NUCLEOPHILIC-SUBSTITUTION; ENYNE METATHESIS; ALLYLATION; COMPLEXES; ALKYNE; ETHYLENE;

D O I：

10.1021/ol8023488

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Functionalized 1,3-diene derivatives have been prepared by regioselective allylation of various nucleophiles with 1,3-dienic carbonates In the presence of a (N,O-carboxylate) allylruthenium precatalyst.

引用

页码：185 / 188

页数：4

共 37 条

[1]

[Anonymous], RUTHENIUM ORGANIC SY

[2] Enantioselective and regioselective ruthenium-catalyzed decarboxylative etherification of allyl aryl carbonates [J].

Austeri, Martina ;

Linder, David ;

Lacour, Jerome .

CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (19) :5737-5741

[3]

BRUNEAU C, 2008, E EROS, DOI DOI 10.1002/047084289X.RN00810

[4] Pentamethylcyclopentadienyl-ruthenium catalysts for regio- and enantioselective allylation of nucleophiles [J].

Bruneau, Christian ;

Renaud, Jean-Luc ;

Demerseman, Bernard .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (20) :5178-5187

[5] Ruthenium-catalyzed stereospecific decarboxylative allylation of non-stabilized ketone enolates [J].

Burger, EC ;

Tunge, JA .

CHEMICAL COMMUNICATIONS, 2005, (22) :2835-2837

[6] Microwave-assisted ethylene-alkyne cross-metathesis:: synthesis of chiral 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes [J].

Castagnolo, D ;

Renzulli, ML ;

Galletti, E ;

Corelli, F ;

Botta, M .

TETRAHEDRON-ASYMMETRY, 2005, 16 (17) :2893-2896

[7] Alkenol-alkyne cross metathesis [J].

Clark, Daniel A. ;

Clark, Joseph R. ;

Diver, Steven T. .

ORGANIC LETTERS, 2008, 10 (10) :2055-2058

[8] REACTIONS OF COORDINATED LIGANDS .34. SYNTHESIS, STRUCTURE, AND REACTIVITY OF CATIONIC DIENERUTHENIUM COMPLEXES - CRYSTAL-STRUCTURES OF "[RU(ETA-4-C6H8)(CO)(ETA-C5H5)][BF4] AND [RU(ETA3-C6H9)(CO)(ETA-C5H5)] [J].

CROCKER, M ;

GREEN, M ;

MORTON, CE ;

NAGLE, KR ;

ORPEN, AG .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1985, (10) :2145-2153

[9] Enyne metathesis (enyne bond reorganization) [J].

Diver, ST ;

Giessert, AJ .

CHEMICAL REVIEWS, 2004, 104 (03) :1317-1382

[10] STRUCTURE AND CHEMISTRY OF THE COMPLEX TETRAKIS(ETA-5-PENTAMETHYLCYCLOPENTADIENYL)TETRAKIS(MU-3-CHLORO)-TETRARUTHENIUM(II) - A USEFUL PRECURSOR TO (PENTAMETHYLCYCLOPENTADIENYL)RUTHENIUM(0), (PENTAMETHYLCYCLOPENTADIENYL)RUTHENIUM(II), AND (PENTAMETHYLCYCLOPENTADIENYL)RUTHENIUM(IV) COMPLEXES [J].

FAGAN, PJ ;

MAHONEY, WS ;

CALABRESE, JC ;

WILLIAMS, ID .

ORGANOMETALLICS, 1990, 9 (06) :1843-1852

← 1 2 3 4 →