Ruthenium-catalyzed coupling of unactivated olefins with unactivated alkynes

被引:58
作者
Murakami, M [1 ]
Ubukata, M [1 ]
Ito, Y [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Kyoto 6068501, Japan
关键词
alkenes; alkynes; dienes; ruthenium and compounds;
D O I
10.1016/S0040-4039(98)01580-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new ruthenium-catalyzed coupling reaction of an olefin with an alkyne is presented. The C-H bond of the olefin formally undergoes trans addition to the C-C triple bond to produce conjugated dienes. (C) 1998 Elsevier Science Ltd. Ail rights reserved.
引用
收藏
页码:7361 / 7364
页数:4
相关论文
共 14 条
[1]   SOME "ETA-5-CYCLOPENTADIENYLRUTHENIUM(II) COMPLEXES CONTAINING TRIPHENYLPHOSPHINE [J].
BRUCE, MI ;
HAMEISTER, C ;
SWINCER, AG ;
WALLIS, RC .
INORGANIC SYNTHESES, 1982, 21 :78-84
[2]   Ruthenium-catalysed coupling of allyl alcohol with alkynes: A new route to gamma delta-unsaturated acetals and aldehydes [J].
Derien, S ;
Jan, D ;
Dixneuf, PH .
TETRAHEDRON, 1996, 52 (15) :5511-5524
[3]   Novel 1,3-diene synthesis from alkyne and ethylene by ruthenium-catalyzed enyne metathesis [J].
Kinoshita, A ;
Sakakibara, N ;
Mori, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) :12388-12389
[4]   THE 1ST SELECTIVE LINEAR CODIMERIZATION OF TERMINAL ACETYLENES AND 1,3-DIENES CATALYZED BY DIHYDRIDOTETRAKIS(TRIALKYLPHOSPHINE)RUTHENIUM COMPLEXES [J].
MITSUDO, T ;
NAKAGAWA, Y ;
WATANABE, K ;
HORI, Y ;
MISAWA, H ;
WATANABE, H ;
WATANABE, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (05) :565-571
[5]   RUTHENIUM COMPLEX-CATALYZED HIGHLY SELECTIVE CODIMERIZATION OF ACETYLENES AND ALKENES [J].
MITSUDO, T ;
ZHANG, SW ;
NAGAO, M ;
WATANABE, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (08) :598-599
[6]   COUPLING OF ALKENES WITH FISCHER-TYPE ALKYLIDENE COMPLEXES OF IRON [J].
SEMMELHACK, MF ;
TAMURA, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (22) :6750-6752
[7]   Facile C-C bond formation between terminal acetylenes and olefines leading to η3-butadienyl and η2-butadiene complexes.: A new reaction pathway for metallacyclobutane complexes [J].
Slugovc, C ;
Mereiter, K ;
Schmid, R ;
Kirchner, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (24) :6175-6176
[8]   Ruthenium-catalyzed dimerization of terminal alkynes initiated by a neutral vinylidene complex [J].
Slugovc, C ;
Mereiter, K ;
Zobetz, E ;
Schmid, R ;
Kirchner, K .
ORGANOMETALLICS, 1996, 15 (25) :5275-5277
[9]   A crossed yne-ene metathesis showing atom economy [J].
Stragies, R ;
Schuster, M ;
Blechert, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (22) :2518-2520
[10]   A RU CATALYZED ADDITION OF ALKENES TO ALKYNES [J].
TROST, BM ;
INDOLESE, AF ;
MULLER, TJJ ;
TREPTOW, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (02) :615-623