STEREOSPECIFIC SYNTHESIS OF THE (3A-ALPHA,11-ALPHA,12A-ALPHA)-DECAHYDROBENZO[A]PYRROLO[3,2-G]QUINOLIZINE RING-SYSTEM

被引：5

作者：

CLARK, RD

NELSON, JT

REPKE, DB

机构：

[1] Institute of Organic Chemistry, Palo Alto, California

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1993年 / 30卷 / 03期

关键词：

D O I：

10.1002/jhet.5570300338

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereospecific synthesis of racemic (3aalpha,11balpha,12abeta)-1,2,3,3a,4,6,7,11b,12,12a-decahydro-9-methoxy-1-(methylsulfonyl)benzo[alpha]pyrrolo[3,2-g]quinolizine (2) is reported. Cyclocondensation of lithiated pyrrolecarboxamide 5 and dihydroisoquinoline 6 afforded the key tetracyclic intermediate 7. Hydrogenation of 7 gave the 3aalpha 11balpha, 12aalpha-isomer 9 which was subsequently converted to 2.

引用

页码：829 / 831

页数：3

共 7 条

[1]

Clark R D, 1986, Prog Med Chem, V23, P1, DOI 10.1016/S0079-6468(08)70339-4

[2] SYNTHESIS OF 3-SUBSTITUTED AND 3,4-DISUBSTITUTED 3,4-DIHYDRO-1(2H)-ISOQUINOLONES BY CONDENSATION OF LITHIATED N,N-DIETHYL-ORTHO-TOLUAMIDE WITH IMINES [J].