2-Pyridylsilyl group: A useful multifunctional group in organic synthesis

被引:33
作者
Itami, K [1 ]
Yoshida, J
机构
[1] Nagoya Univ, Res Ctr Mat Sci, Nagoya, Aichi 4648602, Japan
[2] JST, PRESTO, Kawaguchi, Saitama 3320012, Japan
[3] Kyoto Univ, Dept Synthet Chem & Biol Chem, Grad Sch Engn, Kyoto 6158510, Japan
关键词
2-pyridylsilyl group; removable directing group; phase tag;
D O I
10.1055/s-2005-923611
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The utility of the 2-pyridylsilyl group as a multifunctional group in organic synthesis is described. The use of the 2-pyridylsilyl group as a removable directing group is a powerful synthetic strategy that circumvents the specificity-generality dilemma in mental-mediated organic synthesis. In addition, the utility of the 2-pyridylsilyl group as a phase tag for strategic separation and as a removable hydrophilic group for aqueous reactions is also described.
引用
收藏
页码:157 / 180
页数:24
相关论文
共 234 条
[1]  
ABELE BC, 1998, ORGANOSILICON CHEM, V3, P206
[2]  
Ager D. J., 1990, ORG REACTIONS, V38, P1, DOI DOI 10.1002/0471264180.0R038.01
[3]   Orthopalladated triarylphosphite complexes as highly efficient catalysts in the Heck reaction [J].
Albisson, DA ;
Bedford, RB ;
Scully, PN .
TETRAHEDRON LETTERS, 1998, 39 (52) :9793-9796
[4]   Regio- and stereochemical aspects of the palladium-catalyzed desilylation-arylation of substituted vinylsilanes [J].
Alvisi, D ;
Blart, E ;
Bonini, BF ;
Mazzanti, G ;
Ricci, A ;
Zani, P .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20) :7139-7146
[5]   Methodologies for generating solution-phase combinatorial libraries [J].
An, HY ;
Cook, PD .
CHEMICAL REVIEWS, 2000, 100 (09) :3311-3340
[6]   2-furyl phosphines as ligands for transition-metal-mediated organic synthesis [J].
Andersen, NG ;
Keay, BA .
CHEMICAL REVIEWS, 2001, 101 (04) :997-1030
[7]  
Anderson S, 2001, CHEM-EUR J, V7, P4706, DOI 10.1002/1521-3765(20011105)7:21<4706::AID-CHEM4706>3.0.CO
[8]  
2-H
[9]  
[Anonymous], J ORG CHEM
[10]   TRANS-INFLUENCE - ITS MEASUREMENT AND SIGNIFICANCE [J].
APPLETON, TG ;
CLARK, HC ;
MANZER, LE .
COORDINATION CHEMISTRY REVIEWS, 1973, 10 (3-4) :335-422