A radical approach to araliopsine and related quinoline alkaloids using manganese(III) acetate

Authors
Bar, G Parsons, AF Thomas, CB
Citation
G. Bar et al., A radical approach to araliopsine and related quinoline alkaloids using manganese(III) acetate, TETRAHEDR L, 41(40), 2000, pp. 7751-7755
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
40
Year of publication
2000
Pages
7751 - 7755
Database
ISI
SICI code
0040-4039(20000930)41:40<7751:ARATAA>2.0.ZU;2-4
Abstract
Reaction of 4-hydroxy-1-methyl-2(1H)-quinolone 3 with electron-rich alkenes and manganese(III) acetate produces tricyclic quinoline alkaloids, includi ng araliopsine 1, in one-pot reactions. This combined intermolecular additi on-cyclisation reaction produces angular and/or linear tricycles and the re gioselectivity of the cyclisation is shown to depend on whether alkyl or ar yl substituents are attached to the alkene. (C) 2000 Elsevier Science Ltd. All rights reserved.