In Pursuit of an Ideal Carbon-Carbon Bond-Forming Reaction: Development and Applications of the Hydrovinylation of Olefins

被引:93
作者
RajanBabu, T. V. [1 ]
机构
[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
carbon-carbon bond formation; hydrovinylations; asymmetric catalysis; ligand effects; transition metals; NICKEL-CATALYZED HYDROVINYLATION; CHAIN STEREOCHEMISTRY PROBLEM; STEROID SIDE-CHAINS; WHIP PSEUDOPTEROGORGIA-ELISABETHAE; C-C LINKAGES; ASYMMETRIC HYDROVINYLATION; PHOSPHORAMIDITE LIGANDS; HIGHLY EFFICIENT; ENANTIOSELECTIVE HYDROVINYLATION; STYRENE DERIVATIVES;
D O I
10.1055/s-0028-1088213
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Attempts to introduce the highly versatile vinyl group into other organic molecules in a chemo-, regio-, and stereoselective fashion via catalytic activation of ethylene provided challenging opportunities to explore new ligand and salt effects in homogeneous catalysis. This review provides a personal account of the development of enantioselective reactions involving ethylene.
引用
收藏
页码:853 / 885
页数:33
相关论文
共 183 条
[1]  
Albert J, 2002, CHEM-EUR J, V8, P2279, DOI 10.1002/1521-3765(20020517)8:10<2279::AID-CHEM2279>3.0.CO
[2]  
2-#
[3]   Resolution of benzylcyclohexylphenylphosphine by palladium(II)-amine metallacycles.: A new ligand for asymmetric hydrovinylation [J].
Albert, J ;
Cadena, JM ;
Granell, J ;
Muller, G ;
Ordinas, JI ;
Panyella, D ;
Puerta, C ;
Sañudo, C ;
Valerga, P .
ORGANOMETALLICS, 1999, 18 (17) :3511-3518
[4]   OLEFIN-TO-OLEFIN ADDITION REACTIONS [J].
ALDERSON, T ;
JENNER, EL ;
LINDSEY, RV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (24) :5638-&
[5]   Biphenol-based phosphoramidite ligands for the enantioselective copper-catalyzed conjugate addition of diethylzinc [J].
Alexakis, A ;
Polet, D ;
Rosset, S ;
March, S .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) :5660-5667
[6]   INTRAMOLECULAR OLEFINIC ALDEHYDE PRINS REACTIONS FOR THE CONSTRUCTION OF 5-MEMBERED RINGS [J].
ANDERSEN, NH ;
HADLEY, SW ;
KELLY, JD ;
BACON, ER .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (21) :4144-4151
[7]  
ANGERMUND K, 1995, Z NATURFORSCH B, V50, P488
[8]   Enantioselective catalytic conjugate addition of dialkylzinc reagents using copper-phosphoramidite complexes; Ligand variation and non-linear effects [J].
Arnold, LA ;
Imbos, R ;
Mandoli, A ;
de Vries, AHM ;
Naasz, R ;
Feringa, BL .
TETRAHEDRON, 2000, 56 (18) :2865-2878
[9]  
Azizov A.G., 1979, Azerb. Khim. Zh, P3
[10]  
Azizov A.G., 1978, Azerb. Khim. Zh, P3