OXINDOLE ALKALOIDS - A NOVEL NON-BIOMIMETIC ENTRY TO (-)-HORSFILINE

Authors
PALMISANO G ANNUNZIATA R PAPEO G SISTI M
Citation
G. Palmisano et al., OXINDOLE ALKALOIDS - A NOVEL NON-BIOMIMETIC ENTRY TO (-)-HORSFILINE, Tetrahedron : asymmetry, 7(1), 1996, pp. 1-4
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
1
Year of publication
1996
Pages
1 - 4
Database
ISI
SICI code
0957-4166(1996)7:1<1:OA-ANN>2.0.ZU;2-Z
Abstract
A novel non-biomimetic synthesis of horsfiline has been developed. The key pyrrolidine forming reaction is the 1,3-dipolar cycloaddition of the thermally generated N-methylazomethine ylide to a suitable 3-alkyl idene-indolin-2(3H)one. The same strategy was also applied to the synt hesis of pure (R)-(-)-enantiomer.