INDOLES FROM 3-NITROPYRIDINIUM SALTS - A NEW ROUTE TO CHIRAL INDOLES AND INDOLINES

Authors
KARCHAVA AV YUROVSKAYA MA WAGNER TR ZYBAILOV L BUNDEL YG
Citation
Av. Karchava et al., INDOLES FROM 3-NITROPYRIDINIUM SALTS - A NEW ROUTE TO CHIRAL INDOLES AND INDOLINES, Tetrahedron : asymmetry, 6(12), 1995, pp. 2895-2898
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
12
Year of publication
1995
Pages
2895 - 2898
Database
ISI
SICI code
0957-4166(1995)6:12<2895:IF3S-A>2.0.ZU;2-H
Abstract
(S)-1-(1-Methylbenzyl)-2,4,6-trimethylindole was prepared by interacti on of (S)isopropyliden(1-methylbenzyl)amine with 1,2,4,6-tetramethyl-3 -nitropyridinium iodide. The indoles thus prepared undergo diastereose lective hydride reduction and debenzylation to afford chiral (S)-2,4,6 -trimethylindoline with high yield and optical purity up to 76%.