RESOLUTION OF PRENYL BROMOHYDRIN ESTERS AND DERIVATIVES - SYNTHESIS OF THE QUINOLINE ALKALOID (+)-(R)-LUNACRIDINE AND (-)-(S)-LUNACRIDINE

被引：10

作者：

BARR, SA

BOYD, DR

SHARMA, ND

EVANS, TA

MALONE, JF

MEHTA, VD

机构：

[1] QUEENS UNIV BELFAST,SCH CHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND

[2] UNIV DELHI,DEPT CHEM,DELHI 110007,INDIA

来源：

TETRAHEDRON | 1994年 / 50卷 / 38期

关键词：

D O I：

10.1016/S0040-4020(01)89424-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chromatographic separation of the bromohydrin MTPA diastereoisomers formed at the prenyl group attached to quinoline and coumarin rings is reported; base catalysed cyclization of the bromo MTPA esters in the quinoline series yielded the corresponding prenyl epoxide enantiomers. This provides a synthetic route to the enantiopure quinoline alkaloid lunacridine 11 and to the dihydrofuroquinoline 8-methoxy-platydesmine 8.

引用

收藏

页码：11219 / 11234

页数：16

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