NEW CHIRAL CHELATING PHOSPHINE COMPLEXES CONTAINING TRICARBONYL (ETA(6)-ARENE) CHROMIUM FOR HIGHLY ENANTIOSELECTIVE ALLYLIC ALKYLATION

被引：50

作者：

HAYASHI, Y ^{[1
]}

SAKAI, H ^{[1
]}

KANETA, N ^{[1
]}

UEMURA, M ^{[1
]}

机构：

[1] OSAKA CITY UNIV,FAC SCI,OSAKA 558,JAPAN

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1995年 / 503卷 / 01期

关键词：

(ARENE)CHROMIUM; CHIRAL PHOSPHINE LIGAND; PLANAR CHIRALITY; CATALYSIS; ALLYLIC ALKYLATION;

D O I：

10.1016/0022-328X(95)05541-V

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New chiral phosphine complexes with an additional chelating group containing tricarbonyl(eta(6)-arene)chromium were prepared from (R)-1-phenylethylamine and (S)-1-phenylethanol. Catalytic asymmetric allylic alkylation of 1,3-diphenyl-1-acetoxypropene with sodium dimethyl malonate in the presence of palladium(0) catalyst with the chiral (arene)chromium complexes gave the alkylation product of up to 94% ee.

引用

收藏

页码：143 / 148

页数：6

相关论文

共 43 条

[11]

COLLMAN JP, 1987, PRINCIPLES APPL ORGA, P921

[12] ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES [J].

CONSIGLIO, G ;

WAYMOUTH, RM .

CHEMICAL REVIEWS, 1989, 89 (01) :257-276

[13]

DAVIES SG, 1993, SYNLETT, P323

[14]

Davies SG, 1991, ADV METAL ORGANIC CH, V2, P1

[15] CHROMIUM DIRECTED REGIOCONTROL AND STEREOCONTROL - A NEW CHAPTER IN AROMATIC NATURAL PRODUCT SYNTHESIS [J].

DICKENS, PJ ;

GILDAY, JP ;

NEGRI, JT ;

WIDDOWSON, DA .

PURE AND APPLIED CHEMISTRY, 1990, 62 (04) :575-581

[16] ENANTIOSELECTIVE PALLADIUM CATALYZED ALLYLIC SUBSTITUTION WITH THIENYL OXAZOLINE LIGANDS [J].

FROST, CG ;

WILLIAMS, JMJ .

TETRAHEDRON LETTERS, 1993, 34 (12) :2015-2018

[17] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE METAL-COMPLEXES [J].

HAYASHI, T .

PURE AND APPLIED CHEMISTRY, 1988, 60 (01) :7-12

[18] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE TRANSITION-METAL COMPLEXES .8. PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC AMINATION [J].

HAYASHI, T ;

YAMAMOTO, A ;

ITO, Y ;

NISHIOKA, E ;

MIURA, H ;

YANAGI, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6301-6311

[19] 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

[20] MODIFICATION OF OPTICALLY-ACTIVE FERROCENYLPHOSPHINE LIGANDS FOR PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC ALKYLATION [J].

HAYASHI, T ;

YAMAMOTO, A ;

HAGIHARA, T ;

ITO, Y .

TETRAHEDRON LETTERS, 1986, 27 (02) :191-194

← 1 2 3 4 5 →