SILVER(I)-CATALYZED ASYMMETRIC ALDOL REACTION OF ISOCYANOACETATE

被引：109

作者：

HAYASHI, T

UOZUMI, Y

YAMAZAKI, A

SAWAMURA, M

HAMASHIMA, H

ITO, Y

机构：

[1] KYOTO UNIV,FAC ENGN,DEPT SYNTHET CHEM,KYOTO 606,JAPAN

[2] HOKKAIDO UNIV,GRAD SCH PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 24期

关键词：

D O I：

10.1016/0040-4039(91)85090-R

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

High stereoselectivity (over 80% ee) was attained in silver(I)-catalyzed asymmetric aldol reaction of methyl isocyanoacetate with aldehydes in the presence of a chiral (aminoalkyl)ferrocenylphosphine-silver(I) complex by slow addition of the isocyanoacetate over a period of 1 h to a solution of aldehyde and the silver(I) catalyst in 1,2-dichloroethane at 30-degrees-C.

引用

页码：2799 / 2802

页数：4

共 24 条

[1] BONATI F, 1973, GAZZ CHIM ITAL, V103, P373
[2] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE METAL-COMPLEXES
HAYASHI, T
[J]. PURE AND APPLIED CHEMISTRY, 1988, 60 (01) : 7 - 12
[3] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-TRANSITION METAL-COMPLEXES .1. PREPARATION OF CHIRAL FERROCENYLPHOSPHINES
HAYASHI, T
MISE, T
FUKUSHIMA, M
KAGOTANI, M
NAGASHIMA, N
HAMADA, Y
MATSUMOTO, A
KAWAKAMI, S
KONISHI, M
YAMAMOTO, K
KUMADA, M
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (04) : 1138 - 1151
[4] ASYMMETRIC-SYNTHESIS OF THREO-SPHINGOSINES AND ERYTHRO-SPHINGOSINES BY ASYMMETRIC ALDOL REACTION OF ALPHA-ISOCYANOACETATE CATALYZED BY A CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEX
ITO, Y
SAWAMURA, M
HAYASHI, T
[J]. TETRAHEDRON LETTERS, 1988, 29 (02) : 239 - 240
[5] ASYMMETRIC ALDOL REACTION OF AN ISOCYANOACETATE WITH ALDEHYDES CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEXES - DESIGN AND PREPARATION OF NEW EFFICIENT FERROCENYLPHOSPHINE LIGANDS
ITO, Y
SAWAMURA, M
HAYASHI, T
[J]. TETRAHEDRON LETTERS, 1987, 28 (49) : 6215 - 6218
[6] CATALYTIC ASYMMETRIC ALDOL REACTION - REACTION OF ALDEHYDES WITH ISOCYANOACETATE CATALYZED BY A CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEX
ITO, Y
SAWAMURA, M
HAYASHI, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) : 6405 - 6406
[7] ASYMMETRIC ALDOL REACTION OF ALPHA-ISOCYANOCARBOXYLATES WITH PARAFORMALDEHYDE CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEXES - CATALYTIC ASYMMETRIC-SYNTHESIS OF ALPHA-ALKYLSERINES
ITO, Y
SAWAMURA, M
SHIRAKAWA, E
HAYASHIZAKI, K
HAYASHI, T
[J]. TETRAHEDRON LETTERS, 1988, 29 (02) : 235 - 238
[8] ASYMMETRIC-SYNTHESIS OF BETA-HYDROXY-ALPHA-ALKYLAMINO ACIDS BY ASYMMETRIC ALDOL REACTION OF ALPHA-ISOCYANOCARBOXYLATES CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEXES
ITO, Y
SAWAMURA, M
SHIRAKAWA, E
HAYASHIZAKI, K
HAYASHI, T
[J]. TETRAHEDRON, 1988, 44 (17) : 5253 - 5262
[9] ASYMMETRIC ALDOL REACTION OF ALPHA-ISOCYANOACETAMIDES WITH ALDEHYDES CATALYZED BY A CHIRAL FERROCENYLPHOSPHINE GOLD(I) COMPLEX
ITO, Y
SAWAMURA, M
KOBAYASHI, M
HAYASHI, T
[J]. TETRAHEDRON LETTERS, 1988, 29 (48) : 6321 - 6324
[10] ASYMMETRIC ALDOL REACTION OF ALPHA-KETOESTERS WITH ISOCYANOACETATE AND ISOCYANOACETAMIDE CATALYZED BY A CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEX
ITO, Y
SAWAMURA, M
HAMASHIMA, H
EMURA, T
HAYASHI, T
[J]. TETRAHEDRON LETTERS, 1989, 30 (35) : 4681 - 4684

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