DIASTEREOSPECIFICITY OF THE REACTION OF A N AZOMETHINE YLID ISSUED FROM THE HENYL-3-METHOXYCARBONYL-3,4-DIHYDRO-BETA-CARBOLINE WITH SOME DIPOLAROPHILIC OLEFINS

Authors
LAKHLIFI T AN ND SCHMITT G LAUDE B MERCIER MF
Citation
T. Lakhlifi et al., DIASTEREOSPECIFICITY OF THE REACTION OF A N AZOMETHINE YLID ISSUED FROM THE HENYL-3-METHOXYCARBONYL-3,4-DIHYDRO-BETA-CARBOLINE WITH SOME DIPOLAROPHILIC OLEFINS, Bulletin des Societes chimiques belges, 103(4), 1994, pp. 169-175
Citations number
32
Categorie Soggetti
Chemistry
Journal title
Bulletin des Societes chimiques belges → ACNP
ISSN journal
00379646
Volume
103
Issue
4
Year of publication
1994
Pages
169 - 175
Database
ISI
SICI code
0037-9646(1994)103:4<169:DOTROA>2.0.ZU;2-7
Abstract
The synthesis of the henyl-3-methoxycarbonyl-3,4-dihydro-beta-carbolin e was described. This compound is an azomethine ylid precursor which r eacts diastereo-specifically with activated dipolarophilic olefines to yield cycloadducts involving at the same time, the b-carboline and th e dehydro-nor-tropane moities. The diastereochemistry of the 1,3-dipol ar cycloaddition of cyclic azomethine ylids towards the endo rule was reinvistigated.