Ruthenium-Catalyzed Atom-Economical Stereo- and Regioselective Synthesis of Long-Chain Fatty Acid Enol Esters

被引：8

作者：

Jena, Rajesh K. ^{[1
]}

Bhattacharjee, Manish ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 30期

关键词：

Alkynes; Ruthenium; Enols; Esters; Phosphine complexes; Fatty acids; MARKOVNIKOV TRANS-ADDITION; CARBOXYLIC-ACIDS; SELECTIVE ADDITION; STEREOSELECTIVE ADDITION; TRANSFER HYDROGENATION; TERMINAL ALKYNES; COMPLEX; DIMERIZATION; ACETYLENES;

D O I：

10.1002/ejoc.201501046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ruthenium(II) complex [Ru(dppp)(2)(CH3CN)Cl][BPh4] {dppp = diphenylphosphinopropane} is an efficient catalyst for the synthesis of enol esters of long-chain acids from reaction of alkynes with long-chain fatty acids.

引用

页码：6734 / 6738

页数：5

共 26 条

[1] Synthesis and Catalytic Evaluation in Olefin Metathesis of a Second-Generation Homobimetallic Ruthenium-Arene Complex Bearing a Vinylidene Ligand [J].

Borguet, Yannick ;

Sauvage, Xavier ;

Zaragoza, Guillermo ;

Demonceau, Albert ;

Delaude, Lionel .

ORGANOMETALLICS, 2011, 30 (10) :2730-2738

[2] Synthesis of long-chain fatty acid enol esters isolated from an environmental DNA clone [J].

Brady, SF ;

Clardy, J .

ORGANIC LETTERS, 2003, 5 (02) :121-124

[3] New natural product families from an environmental DNA (eDNA) gene cluster [J].

Brady, SF ;

Chao, CJ ;

Clardy, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (34) :9968-9969

[4] Selective transformations of alkynes with ruthenium catalysts [J].

Bruneau, C ;

Dixneuf, PH .

CHEMICAL COMMUNICATIONS, 1997, (06) :507-512

[5] REACTIONS OF (PME(3))(4)RU(C2H4) AND (DMPE)(2)RU(C2H4) WITH WEAK PROTON-DONATING ELECTROPHILES HX (X=OAR, SAR, NHPH, PHPH) - SYNTHESIS OF COMPLEXES WITH METAL HETEROATOM SINGLE BONDS [J].

BURN, MJ ;

FICKES, MG ;

HOLLANDER, FJ ;

BERGMAN, RG .

ORGANOMETALLICS, 1995, 14 (01) :137-150

[6] Structure-Selectivity Relationship in Ruthenium-Catalyzed Regio- and Stereoselective Addition of Alkynes to Pyrazoles: An Experimental and Theoretical Investigation [J].

Das, Uttam Kumar ;

Mandal, Subhajit ;

Anoop, Anakuthil ;

Bhattacharjee, Manish .

JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (21) :9979-9991

[7] Synthesis, structure and catalytic properties of [Ru(dppp)2(CH3CN)Cl][BPh4] and isolation of catalytically active [Ru(dppp)2Cl][BPh4]: ruthenium catalysed alkyne homocoupling and tandem alkyne-azide cycloaddition [J].

Das, Uttam Kumar ;

Jena, Rajesh K. ;

Bhattacharjee, Manish .

RSC ADVANCES, 2014, 4 (42) :21964-21970

[8] A Moisture- and Air-Stable Cationic Ruthenium Complex as Catalyst for Highly Atom-Economical Stereo- and Regioselective Vinylation of Azoles [J].

Das, Uttam Kumar ;

Bhattacharjee, Manish .

CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (17) :5180-5183

[9] Synthesis and structure of [Ru(dppe)2(CH3CN)Cl][BPh4] and its catalytic application to anti-Markovnikov addition of carboxylic acids to terminal alkynes [J].

Das, Uttam Kumar ;

Bhattacharjee, Manish .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2012, 700 :78-82

[10] GENERAL-SYNTHESIS OF (Z)-ALK-1-EN-1-YL ESTERS VIA RUTHENIUM-CATALYZED ANTI-MARKOVNIKOV TRANS-ADDITION OF CARBOXYLIC-ACIDS TO TERMINAL ALKYNES [J].

DOUCET, H ;

MARTINVACA, B ;

BRUNEAU, C ;

DIXNEUF, PH .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (22) :7247-7255

← 1 2 3 →