STEREOCHEMICAL ASPECTS OF CATALYTIC SILOXYMETHYLATION OF VARIOUS OXYGEN-CONTAINING-COMPOUNDS WITH HYDROSILANES AND CARBON-MONOXIDE IN THE PRESENCE OF DICOBALT OCTACARBONYL

被引：8

作者：

CHATANI, N ^{[1
]}

MURAI, T ^{[1
]}

IKEDA, T ^{[1
]}

SANO, T ^{[1
]}

KAJIKAWA, Y ^{[1
]}

OHE, K ^{[1
]}

MURAI, S ^{[1
]}

机构：

[1] OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN

来源：

TETRAHEDRON | 1992年 / 48卷 / 11期

关键词：

CATALYTIC REACTION; STEREOCHEMISTRY; DICOBALT OCTACARBONYL; CARBON MONOXIDE; HYDROSILANE;

D O I：

10.1016/S0040-4020(01)88871-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Siloxymethylation of oxygen-containing compounds by a new catalytic reaction, HSiR3/CO/Co2(CO)8, is described with emphasis laid on stereoselectivity. In the catalytic reaction, the carbon-oxygen bond in the substrates is cleaved and displaced by a trialkylsiloxymethyl group. The siloxymethylation takes place with inversion, racemization, or retention at the reaction sites, depending on the structure of the substrates.

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页码：2013 / 2024

页数：12

相关论文

共 49 条

[1] CHIRAL ACETALS IN ASYMMETRIC-SYNTHESIS [J].

ALEXAKIS, A ;

MANGENEY, P .

TETRAHEDRON-ASYMMETRY, 1990, 1 (08) :477-511

[2] TRIMETHYL- AND TRICHLOROSILYLCOBALT TETRACARBONYLS AND HYDROSILATION OF ETHYLENE [J].

BAAY, YL ;

MACDIARM.AG .

INORGANIC CHEMISTRY, 1969, 8 (04) :986-&

[3] AN EFFICIENT SYNTHESIS OF ANHYDROALDITOLS AND ALLYL C-GLYCOSIDES [J].

BENNEK, JA ;

GRAY, GR .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (05) :892-897

[4] HOMOGENEOUS CATALYSIS .4. SOME REACTIONS OF SILICON HYDRIDES IN PRESENCE OF COBALT CARBONYLS [J].

CHALK, AJ ;

HARROD, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (07) :1640-&

[5] CO2(CO)8-CATALYZED REACTION OF BENZYLIC ACETATES WITH HSIME3 AND CO - A NOVEL METHOD FOR HOMOLOGATION OF ALCOHOLS [J].

CHATANI, N ;

SANO, T ;

OHE, K ;

KAWASAKI, Y ;

MURAI, S .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (24) :5923-5924

[6] CO2(CO)8-CATALYZED REACTION OF CYCLIC ORTHO ESTERS WITH A HYDROSILANE AND CARBON-MONOXIDE - NOVEL METHOD FOR HOMOLOGATION OF 1,2-DIOLS, 1,3-DIOLS, AND 1,4-DIOLS [J].

CHATANI, N ;

KAJIKAWA, Y ;

NISHIMURA, H ;

MURAI, S .

ORGANOMETALLICS, 1991, 10 (01) :21-23

[7] CATALYTIC SILOXYMETHYLATION OF GLYCOSIDES BY THE HSIR3/CO/CO2(CO)8 REACTION - A NEW ENTRY TO C-GLYCOSYL COMPOUNDS [J].

CHATANI, N ;

IKEDA, T ;

SANO, T ;

SONODA, N ;

KUROSAWA, H ;

KAWASAKI, Y ;

MURAI, S .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (14) :3387-3389

[8]

COLLMAN JP, 1987, PRINCIPLES APPLICATI

[9] USE OF ALLYLTRIMETHYLSILANE IN THE FORMATION OF POTENTIAL C-NUCLEOSIDE PRECURSORS [J].

CUPPS, TL ;

WISE, DS ;

TOWNSEND, LB .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (26) :5115-5120

[10]

DAWE RD, 1981, J CHEM SOC CHEM COMM, P118

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