The ruthenium-catalyzed addition of β C-H bonds in aldehydes to olefins

被引:86
作者
Kakiuchi, F [1 ]
Sato, T [1 ]
Igi, K [1 ]
Chatani, N [1 ]
Murai, S [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
D O I
10.1246/cl.2001.386
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The addition of a beta C-H bond to the formyl group of aldehydes to olefins took place with the aid of Ru(H)(2)(CO)(PPh3)(3) as a catalyst. Several olefins can be used in the catalytic reaction of conjugate enals. The presence of a sterically hindered substituent at the ortho position of benzaldehyde and the presence of an electron donating substituent appear to be important factor in accomplishing the desired coupling reaction.
引用
收藏
页码:386 / 387
页数:2
相关论文
共 12 条
[1]   Functionalisation of tetraalkylsilanes derived from C-H activation; towards annulations of diterpenoids [J].
Harris, PWR ;
Rickard, CEF ;
Woodgate, PD .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 601 (01) :172-190
[2]   CATALYTIC ADDITION OF OLEFINIC C-H BONDS TO OLEFINS [J].
KAKIUCHI, F ;
TANAKA, Y ;
SATO, T ;
CHATANI, N ;
MURAI, S .
CHEMISTRY LETTERS, 1995, (08) :679-680
[3]   CATALYTIC ADDITION OF AROMATIC CARBON-HYDROGEN BONDS TO OLEFINS WITH THE AID OF RUTHENIUM COMPLEXES [J].
KAKIUCHI, F ;
SEKINE, S ;
TANAKA, Y ;
KAMATANI, A ;
SONODA, M ;
CHATANI, N ;
MURAI, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (01) :62-83
[4]   RUTHENIUM COMPLEX CATALYZED INTERMOLECULAR HYDROACYLATION OF OLEFINS [J].
KONDO, T ;
TSUJI, Y ;
WATANABE, Y .
TETRAHEDRON LETTERS, 1987, 28 (49) :6229-6230
[5]   TRANSITION-METAL-PROMOTED ALDEHYDE-ALKENE ADDITION-REACTIONS [J].
LOCHOW, CF ;
MILLER, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (05) :1281-1283
[6]   Density functional study on highly ortho-selective addition of an aromatic CH bond to olefins catalyzed by a Ru(H)2(CO)(PR3)3 complex [J].
Matsubara, T ;
Koga, N ;
Musaev, DG ;
Morokuma, K .
ORGANOMETALLICS, 2000, 19 (12) :2318-2329
[7]   Ruthenium-catalyzed addition of aromatic esters at the ortho C-H bonds to olefins [J].
Sonoda, M ;
Kakiuchi, F ;
Kamatani, A ;
Chatani, N ;
Murai, S .
CHEMISTRY LETTERS, 1996, (02) :109-110
[8]   Ruthenium-catalyzed addition of carbon-hydrogen bonds in aromatic ketones to olefins. The effect of various substituents at the aromatic ring [J].
Sonoda, M ;
Kakiuchi, F ;
Chatani, N ;
Murai, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1997, 70 (12) :3117-3128
[9]   NICKEL(0)-CATALYZED HYDROACYLATION OF ALKYNES WITH ALDEHYDES TO ALPHA,BETA-ENONES [J].
TSUDA, T ;
KIYOI, T ;
SAEGUSA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (08) :2554-2558
[10]  
TSUJI J, 1965, TETRAHEDRON LETT, P3969