Immobilization of chiral phosphine ligands on silica gel by means of the allylsilane method and their use for catalytic asymmetric reactions

被引：45

作者：

Aoki, K ^{[1
]}

Shimada, T ^{[1
]}

Hayashi, T ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 11期

关键词：

D O I：

10.1016/j.tetasy.2004.03.044

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Three chiral phosphine ligands containing an allylsilyl group at the terminus of the side chain were prepared and immobilized on a silica gel surface by use of the allylsilane modification method. The silica-supported chiral phosphine ligands were used for rhodium-catalyzed hydrogenation and palladium-catalyzed allylic alkylation and showed high enantioselectivity. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1771 / 1777

页数：7

共 28 条

[1] ASYMMETRIC HYDROGENATION WITH NEW CHIRAL FUNCTIONALIZED BISPHOSPHINE-RHODIUM COMPLEXES [J].

ACHIWA, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (25) :8265-8266

[2]

[Anonymous], TETRAHEDRON LETT

[3]

BLATT AH, 1943, ORG SYNTH COLL, V2, P1

[4] SYNTHESIS OF CHIRAL 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (BINAP) VIA A NOVEL NICKEL-CATALYZED PHOSPHINE INSERTION [J].

CAI, DW ;

PAYACK, JF ;

BENDER, DR ;

HUGHES, DL ;

VERHOEVEN, TR ;

REIDER, PJ .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23) :7180-7181

[5] ASYMMETRIC PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION USING PHOSPHORUS-CONTAINING OXAZOLINE LIGANDS [J].

DAWSON, GJ ;

FROST, CG ;

WILLIAMS, JMJ .

TETRAHEDRON LETTERS, 1993, 34 (19) :3149-3150

[6] CATIONIC TRANSITION-METAL COMPLEXES .1. SYNTHESIS AND REACTIONS OF BIS(DIENE)-RHODIUM AND BIS(DIENE)-IRIDIUM TETRAFLUOROBORATES [J].

GREEN, M ;

KUC, TA ;

TAYLOR, SH .

JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1971, (14) :2334-&

[7] ASYMMETRIC-SYNTHESIS CATALYZED BY TRANSITION-METAL COMPLEXES WITH FUNCTIONALIZED CHIRAL FERROCENYLPHOSPHINE LIGANDS [J].

HAYASHI, T ;

KUMADA, M .

ACCOUNTS OF CHEMICAL RESEARCH, 1982, 15 (12) :395-401

[8] DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]PALLADIUM-(II) - AN EFFECTIVE CATALYST FOR CROSS-COUPLING OF SECONDARY AND PRIMARY ALKYL GRIGNARD AND ALKYLZINC REAGENTS WITH ORGANIC HALIDES [J].

HAYASHI, T ;

KONISHI, M ;

KOBORI, Y ;

KUMADA, M ;

HIGUCHI, T ;

HIROTSU, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (01) :158-163

[9] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-TRANSITION METAL-COMPLEXES .1. PREPARATION OF CHIRAL FERROCENYLPHOSPHINES [J].

HAYASHI, T ;

MISE, T ;

FUKUSHIMA, M ;

KAGOTANI, M ;

NAGASHIMA, N ;

HAMADA, Y ;

MATSUMOTO, A ;

KAWAKAMI, S ;

KONISHI, M ;

YAMAMOTO, K ;

KUMADA, M .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (04) :1138-1151

[10]

HAYASHI T, 1979, TETRAHEDRON LETT, V21, P1871

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