Metal-catalyzed synthesis of hetero-substituted alkenes and alkynes

被引：74

作者：

Evano, Gwilherm ^{[1
]}

Gaumont, Annie-Claude ^{[2
,3
]}

Alayrac, Carole ^{[2
,3
]}

Wrona, Iwona E. ^{[4
]}

Giguere, Joshua R. ^{[5
]}

Delacroix, Olivier ^{[2
,3
]}

Bayle, Alexandre ^{[6
]}

Jouvin, Kevin ^{[6
]}

Theunissen, Cedric ^{[1
]}

Gatignol, Jeremie ^{[2
,3
]}

Silvanus, Andrew C. ^{[6
]}

机构：

[1] Univ Libre Bruxelles, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium

[2] ENSICAEN, Lab Chim Mol & Thioorgan, CNRS, UMR 6507,INC3M,FR3038, F-14050 Caen, France

[3] Univ Caen Basse Normandie, F-14050 Caen, France

[4] Cubist Pharmaceut, Discovery Chem, Lexington, MA 02421 USA

[5] Rhodes Technol, Proc R&D, Coventry, RI 02816 USA

[6] Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

来源：

TETRAHEDRON | 2014年 / 70卷 / 08期

关键词：

Alkenylphosphonates; Alkenylphosphines; Alkenylphosphine oxides; Alkynylphosphonates; Alkynylphosphines; Alkynylphosphine oxides; Catalysis; Enamines; Enamides; Enol ethers; Metal-catalyzed reactions; Silyl enol ethers; Ynamides; Ynol ethers; CROSS-COUPLING REACTION; ANTI-MARKOVNIKOV-ADDITION; HIGHLY SELECTIVE ISOMERIZATION; VINYLIC SUBSTITUTION-REACTIONS; AEROBIC OXIDATIVE AMINATION; ELECTRON-RICH OLEFINS; CARBON BOND FORMATION; SILYL ENOL ETHERS; ONE-POT SYNTHESIS; OPENING/CROSS-METATHESIS REACTIONS;

D O I：

10.1016/j.tet.2013.11.073

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[No abstract available]

引用

页码：1529 / 1616

页数：88

共 567 条

[71] Synthesis of β-organotelluro vinylphosphine oxides by hydrotelluration of 1-alkynylphosphine oxides and their palladium-catalyzed cross-coupling with alkynes [J].

Braga, AL ;

Vargas, F ;

Zeni, G ;

Silveira, CC ;

de Andrade, LH .

TETRAHEDRON LETTERS, 2002, 43 (24) :4399-4402

[72] Stereospecific formation of enynephosphonates via palladium-catalyzed cross-coupling reaction of β-organotelluro vinylphosphonates with alkynes [J].

Braga, AL ;

de Andrade, LH ;

Silveira, CC ;

Moro, AV ;

Zeni, G .

TETRAHEDRON LETTERS, 2001, 42 (49) :8563-8565

[73] Palladium-catalyzed phosphorus-carbon bond formation: cross-coupling reactions of alkyl phosphinates with aryl, heteroaryl, alkenyl, benzylic, and allylic halides and triflates [J].

Bravo-Altamirano, K ;

Huang, ZH ;

Montchamp, JL .

TETRAHEDRON, 2005, 61 (26) :6315-6329

[74] A novel approach to phosphonic acids from hypophosphorous acid [J].

Bravo-Altamirano, Karla ;

Montchamp, Jean-Luc .

TETRAHEDRON LETTERS, 2007, 48 (33) :5755-5759

[75]

Brel VK, 1999, SYNTHESIS-STUTTGART, P463

[76] Aerobic oxidative amination of unactivated alkenes catalyzed by palladium [J].

Brice, JL ;

Harang, JE ;

Timokhin, VI ;

Anastasi, NR ;

Stahl, SS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (09) :2868-2869

[77] Formation of enamides via palladium(II)-catalyzed vinyl transfer from vinyl ethers to nitrogen nucleophiles [J].

Brice, JL ;

Meerdink, JE ;

Stahl, SS .

ORGANIC LETTERS, 2004, 6 (11) :1845-1848

[78]

Brunner H, 2000, SYNLETT, P201

[79] Z-Selective hydroamidation of terminal alkynes with secondary amides and imides catalyzed by a Ru/Yb-system [J].

Buba, Annette E. ;

Arndt, Matthias ;

Goossen, Lukas J. .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (01) :170-178

[80] On the Role of Metal Contaminants in Catalyses with FeCl3 [J].

Buchwald, Stephen L. ;

Bolm, Carsten .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (31) :5586-5587

← 3 4 5 6 7 8 9 10 11 12 →