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

来源：

SYNLETT | 2006年 / 02期

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

页码：157 / 180

页数：24

共 234 条

[51] Allyltrimethoxysilane addition to N-acylhydrazones:: Two catalytic methods employing CuCl and fluoride [J].

Ding, H ;

Friestad, GK .

SYNTHESIS-STUTTGART, 2004, (13) :2216-2221

[52] CATALYSIS BY SURFACTANT AGGREGATES IN AQUEOUS-SOLUTIONS [J].

ENGBERTS, JBFN .

PURE AND APPLIED CHEMISTRY, 1992, 64 (11) :1653-1660

[53] RHODIUM(I)-CATALYZED HYDROBORATION OF OLEFINS - THE DOCUMENTATION OF REGIOCHEMICAL AND STEREOCHEMICAL CONTROL IN CYCLIC AND ACYCLIC SYSTEMS [J].

EVANS, DA ;

FU, GC ;

HOVEYDA, AH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) :6917-6918

[54] Metal mediated carbometallation of alkynes and alkenes containing adjacent heteroatoms [J].

Fallis, AG ;

Forgione, P .

TETRAHEDRON, 2001, 57 (28) :5899-5913

[55]

FARINA V, 1999, STILLE REACTION

[56] Assessment of structural diversity in combinatorial synthesis [J].

Fergus, S ;

Bender, A ;

Spring, DR .

CURRENT OPINION IN CHEMICAL BIOLOGY, 2005, 9 (03) :304-309

[57] Stereochemical control in organic synthesis using silicon-containing compounds [J].

Fleming, I ;

Barbero, A ;

Walter, D .

CHEMICAL REVIEWS, 1997, 97 (06) :2063-2192

[58]

FLEMING I, 1996, CHEMTRACTS ORG CHEM, V9, P1

[59] OBSERVATION OF ALPHA-SILYL CARBANIONS IN THE METALATION OF 3,4,6-TRI-O-(TERT-BUTYLDIMETHYLSILYL)-D-GLUCAL [J].

FRIESEN, RW ;

STURINO, CF ;

DALJEET, AK ;

KOLACZEWSKA, A .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1944-1947

[60] SELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTION [J].

FROST, CG ;

HOWARTH, J ;

WILLIAMS, JMJ .

TETRAHEDRON-ASYMMETRY, 1992, 3 (09) :1089-1122

← 1 2 3 4 5 6 7 8 9 10 →