4-[(4 '-methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone as a new four-carbon synthon for substituted divinyl ketones

Citation
A. Barco et al., 4-[(4 '-methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone as a new four-carbon synthon for substituted divinyl ketones, EUR J ORG C, (5), 2001, pp. 975-986
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
5
Year of publication
2001
Pages
975 - 986
Database
ISI
SICI code
1434-193X(200103):5<975:4'A>2.0.ZU;2-H
Abstract
The title compound and the corresponding anion have been conveniently used as precursors of substituted divinylketones in both carbo- and heterocycliz ation reactions in one-pot, three-step sequences leading to a wide variety of substituted carbo- and heterocyclic ring systems, as well as to multifun ctionalized Linear carbon frameworks. The compounds generated through the u se of this multi-coupling represent useful synthons for the construction of natural compounds including (+/-)-epibatidine, (-)-anabasine and (+/-)-pyr enophorin.