A silicon-mediated synthesis of 3-deoxy-D-manno-octulosonic acid (KDO)

被引：0

作者：

Bräuer, N ^{[1
]}

Kirschning, A ^{[1
]}

Schaumann, E ^{[1
]}

机构：

[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 1998卷 / 12期

关键词：

KDO; D-mannitol; oxiranes; silicon; thioacetals;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

KDO (1) is synthesized in five steps, starting from 1,2-anhydro-3,4:5,6-di-O-isopropylidene-D-mannitol (6). The epoxide 6, obtained from D-mannitol (2), reacts with Lithiated silyl dithioacetal 7, followed by acylation of the alcoholate, to the carbonate 9. Silicon-induced lactonization affords the lactone 10, which can be converted into NH4-KDO by standard deprotection procedures.

引用

页码：2729 / 2732

页数：4

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