Synthesis of ellipticine by hetaryne cycloadditions - Control of regioselectivity

Authors
Diaz, M Cobas, A Guitian, E Castedo, L
Citation
M. Diaz et al., Synthesis of ellipticine by hetaryne cycloadditions - Control of regioselectivity, EUR J ORG C, (23), 2001, pp. 4543-4549
Citations number
40
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
23
Year of publication
2001
Pages
4543 - 4549
Database
ISI
SICI code
1434-193X(200112):23<4543:SOEBHC>2.0.ZU;2-M
Abstract
We have modified Gribble's and Moody's approaches to ellipticines by introd ucing substituents into the 3,4-didehy-dropyridine dienophile to control th e key cycloaddition step. A chloro substituent at position 2 improved the y ields and the regioselectivities of the cycloadditions and the overall effi ciency of the synthesis of ellipticine.