Regioselective synthesis of pyrroloquinolines - Approaches to martinelline.

被引:108
作者
Hadden, M [1 ]
Stevenson, PJ [1 ]
机构
[1] Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland
关键词
D O I
10.1016/S0040-4039(98)02569-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Indium trichloride catalysed Diels-Alder reaction of imines derived from anilines with cyclic enamides regioselectively gave the biologically important pyrroloquinoline nucleus, with a cis ring junction, in moderate yield. Although the euo:endo selectivity was in most cases poor, these isomers are readily separated by flash chromatography. The functionality tolerated at both C2 and C7 should allow further elaboration to Martinelline (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1215 / 1218
页数:4
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