PROTOBERBERINES FROM REISSERT COMPOUNDS .4. A NOVEL SYNTHESIS OF (+/-)-ALAMARIDINE AND (+/-)-EPI-ALAMARIDINE

被引：9

作者：

REIMANN, E

RENT, H

机构：

来源：

MONATSHEFTE FUR CHEMIE | 1994年 / 125卷 / 12期

关键词：

REISSERT COMPOUNDS; INTRAMOLECULAR CYCLIZATION; 8-METHYLISOQUINO[2,1-B][2,7]NAPHTHYRIDINIUM CHLORIDES; (+/-)-EPI-ALAMARIDINE; (+/-)-ALAMARIDINE;

D O I：

10.1007/BF00811089

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel synthesis of 8-methylisoquino[2,1-b] [2,7]naphthyridinium salts 7 is reported using the intramolecular cyclization of the 1-substituted isoquinolines 5 as the key step, which in turn are obtained by alkylation of the Reissert compounds 1. The salts 7 can be reduced by NaBH4 yielding the 8 alpha- and 8 beta-methylstereomers (+/-)-alamaridine and (+/-)-epi-alamaridine 9c and 11c, respectively.

引用

页码：1397 / 1406

页数：10

共 8 条

[1] STUDIES ON INDIAN MEDICINAL-PLANTS .91. STRUCTURE AND SYNTHESIS OF ALAMARIDINE, A NOVEL 5-METHYLBENZOPYRIDOQUINOLIZINE ALKALOID FROM ALANGIUM-LAMARCKII [J].