Optically active isonitrile ligand for palladium-catalyzed enantioselective bis-silylation of carbon-carbon double bonds

被引:33
作者
Suginome, M [1 ]
Nakamura, H [1 ]
Ito, Y [1 ]
机构
[1] KYOTO UNIV,GRAD SCH ENGN,DEPT SYNTHET CHEM & BIOL CHEM,KYOTO 60601,JAPAN
关键词
D O I
10.1016/S0040-4039(96)02370-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Intramolecular bis-silylation of homoallylic alcohols proceeded enantioselectively in the presence of a catalyst prepared from Pd(acac), and optically active isonitriles, derived from a common chiral source, (+)-ketopinic acid. (C) 1997, Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:555 / 558
页数:4
相关论文
共 20 条
[1]   REACTIONS OF APOTRICYCLYL, APOCAMPHOR, AND APOBORNENYL CHLOROFORMATES WITH SILVER (I) - GENERATION AND AROMATIC-SUBSTITUTION OF A BRIDGEHEAD RADICAL AND A BRIDGEHEAD CATION [J].
BEAK, P ;
HARRIS, BR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (20) :6363-6372
[2]   TITANOCENE-CATALYZED CONVERSION OF ENYNES TO BICYCLIC CYCLOPENTENONES [J].
BERK, SC ;
GROSSMAN, RB ;
BUCHWALD, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4912-4913
[3]  
Brunner H., 1993, HDB ENANTIOSELECTIVE
[4]  
ELIEL EL, 1994, STEREOCHEMISTRY ORGA, P1144
[5]   PIGMENTS OF FUNGI .16. SYNTHESIS OF METHYL (R)-(+)-TETRAHYDRO-2-METHYL-5-OXO-2-FURANACETATE AND ITS (S)-(-)-ANTIPODE, CHIROPTICAL REFERENCES FOR DETERMINATION OF THE ABSOLUTE STEREOCHEMISTRY OF FUNGAL PRE-ANTHRAQUINONES [J].
GILL, M ;
SMRDEL, AF .
TETRAHEDRON-ASYMMETRY, 1990, 1 (07) :453-464
[6]   FACILE ACCESS TO (S)-1,2,4-BUTANETRIOL AND ITS DERIVATIVES [J].
HANESSIAN, S ;
UGOLINI, A ;
DUBE, D ;
GLAMYAN, A .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (11) :2146-2147
[7]   PALLADIUM(II) ACETATE TERT-ALKYL ISOCYANIDE AS A HIGHLY EFFICIENT CATALYST FOR THE INTERMOLECULAR AND INTRAMOLECULAR BIS-SILYLATION OF CARBON-CARBON TRIPLE BONDS [J].
ITO, Y ;
SUGINOME, M ;
MURAKAMI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1948-1951
[8]   CATALYTIC ASYMMETRIC ALDOL REACTION - REACTION OF ALDEHYDES WITH ISOCYANOACETATE CATALYZED BY A CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEX [J].
ITO, Y ;
SAWAMURA, M ;
HAYASHI, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) :6405-6406
[9]   CARBON HYDROGEN-BOND ACTIVATION BY RUTHENIUM FOR THE CATALYTIC SYNTHESIS OF INDOLES [J].
JONES, WD ;
KOSAR, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (18) :5640-5641
[10]   STEREOSELECTIVE INTRAMOLECULAR BIS-SILYLATION OF ALKENES PROMOTED BY A PALLADIUM ISOCYANIDE CATALYST LEADING TO POLYOL SYNTHESIS [J].
MURAKAMI, M ;
SUGINOME, M ;
FUJIMOTO, K ;
NAKAMURA, H ;
ANDERSSON, PG ;
ITO, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :6487-6498