CHOLIC-ACID AS AN ARCHITECTURAL COMPONENT IN BIOMIMETIC MOLECULAR RECOGNITION CHEMISTRY - SYNTHESIS OF THE 1ST CHOLAPHANES

被引：56

作者：

BONARLAW, RP ^{[1
]}

DAVIS, AP ^{[1
]}

机构：

[1] UNIV DUBLIN TRINITY COLL,DEPT CHEM,DUBLIN 2,IRELAND

来源：

TETRAHEDRON | 1993年 / 49卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(01)80185-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The readily available steroid cholic acid (1) has several advantages as a precursor for extended, preorganised molecular frameworks. In the present work, full details are given for the conversion of 1 into ''cholaphanes' 2a,b, the first macrocyclic steroid derivatives intended for use in molecular recognition chemistry. Diacetoxyketone 11 was prepared from methyl cholate 8 and treated with an arylmanganese reagent to give, after elimination of water and steroselective hydrogenation, monomer unit 13 2a was obtained by cyclodimerisation (up to 40% overall yield from 8), and 2b by subsequent deacetylation.

引用

页码：9829 / 9844

页数：16

共 75 条

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