APPROACH TO ENANTIOMERICALLY PURE DAVA-DERIVATIVES .2. SYNTHESIS OF HOMOCHIRAL 2-PIPERIDONES FROM D-RIBONOLACTONE

被引：11

作者：

HERDEIS, C

WAIBEL, D

机构：

[1] Institut für Pharmazie und Lebensmittelchemie, Universität Würzburg, Würzburg, D-8700, Am Hubland

来源：

ARCHIV DER PHARMAZIE | 1991年 / 324卷 / 05期

关键词：

D O I：

10.1002/ardp.19913240503

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Catalytic hydrogenation of the azide 8, prepared from D-ribonolactone, furnishes the 2-piperidone 9. Modification of the functional groups provides the homochiral 5-hydroxy-DELTA-3 piperidine-2-ones 20 and 21. Hydrolytic ring cleavage of 20 does not furnish 23. Treatment of 19 with barium hydroxide affords the benzylenolether 22 with isomerization of the double bond. Hydrolysis of 14 gives 5-amino-2R,3R,4R-trihydroxy-pentanoic acid 18.

引用

页码：269 / 274

页数：6

共 43 条

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