ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-TRANSITION METAL-COMPLEXES .10. GOLD(I)-CATALYZED ASYMMETRIC ALDOL REACTION OF ISOCYANOACETATE

被引：136
作者：
HAYASHI, T
SAWAMURA, M
ITO, Y
机构：
[1] HOKKAIDO UNIV,GRAD SCH PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
[2] KYOTO UNIV,FAC ENGN,DEPT SYNTHET CHEM,KYOTO 606,JAPAN
来源：
TETRAHEDRON | 1992年 / 48卷 / 11期
关键词：
CATALYTIC ASYMMETRIC ALDOL REACTION; BETA-HYDROXYAMINO ACIDS; CHIRAL FERROCENYLPHOSPHINES; ISOCYANOACETATE;
D O I：
10.1016/S0040-4020(01)88870-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Optically active ferrocenylbisphosphine ligands containing 2-(dialkylamino)ethylamino group on the ferrocenylmethyl position have been prepared and used for the gold(I)-catalyzed asymmetric aldol reaction of isocyanoacetate with aldehydes. Six-membered ring amines, such as morpholino or piperidino group, at the terminal of the side chain were most stereoselective to give optically active trans-4-methoxycarbonyl-5-alkyl-2-oxazolines (up to 97% ee) with high enantio- and diastereoselectivity in a quantitative yield.
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页码：1999 / 2012
页数：14
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