Efficient asymmetric synthesis of (R)-3-hydroxy- and alkanoyloxytetradecanoic acids and method for the determination of enantiomeric purity

被引：29

作者：

Keegan, DS ^{[1
]}

Hagen, SR ^{[1
]}

Johnson, DA ^{[1
]}

机构：

[1] RIBI IMMUNOCHEM RES INC, DIV PHARMACEUT DISCOVERY, HAMILTON, MT 59840 USA

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(96)00464-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An efficient synthesis of the (R)-3-hydroxy- and alkanoyloxytetradecanoic acid components of bacterial lipid A has been achieved using a Ru(II)-Binap-catalyzed low-pressure hydrogenation in the key step. The enantiomeric purity of p-bromophenacyl ester intermediate 4 could be assessed directly by chiral HPLC-obviating separate derivatization steps and/or chiral NMR shift studies. Copyright (C) 1996 Elsevier Science Ltd.

引用

页码：3559 / 3564

页数：6

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