ASYMMETRIC-SYNTHESIS OF 2-ACETYL-4(5)-(1,2,4-TRIHYDROXYBUTYL)IMIDAZOLES

被引：34

作者：

CLIFF, MD ^{[1
]}

PYNE, SG ^{[1
]}

机构：

[1] UNIV WOLLONGONG,DEPT CHEM,WOLLONGONG,NSW 2522,AUSTRALIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 08期

关键词：

D O I：

10.1021/jo00113a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for preparing trihydroxybutyl analogues of the biologically active compound 2-acetyl-4(5)-(1,2,3,4-tetrahydroxybutyl)imidazole (THI) is reported. This method employs a palladium(0)catalyzed coupling of 1-(ethoxymethyl)-4-iodoimidazole (3a) to functionalized vinylstannane 11, 1-alkynylstannane 16, or alkyne 10 to introduce the C-4 imidazole 4-carbon side chain, The 1,2-dihydroxyfunctionality of the butyl side chain was introduced by a Sharpless catalytic asymmetric dihydroxylation.

引用

页码：2378 / 2383

页数：6

共 31 条

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