(S)-1,3-DIMETHYL-3-HYDROXY-5-METHOXYOXINDOLE - BY-PRODUCT IN THE SYNTHESIS OF PHYSOSTIGMINE

Authors
YU QS LI YQ LUO WM BROSSI A
Citation
Qs. Yu et al., (S)-1,3-DIMETHYL-3-HYDROXY-5-METHOXYOXINDOLE - BY-PRODUCT IN THE SYNTHESIS OF PHYSOSTIGMINE, Heterocycles, 36(8), 1993, pp. 1791-1794
Citations number
3
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
36
Issue
8
Year of publication
1993
Pages
1791 - 1794
Database
ISI
SICI code
0385-5414(1993)36:8<1791:(-BITS>2.0.ZU;2-Z
Abstract
(S)-1,3-Dimethyl-3-hydroxy-5-methoxyoxindole (4) was obtained as a by- product in the asymmetric alkylation of oxindole (1) with methyl chlor oacetate in the presence of N-[(4-trifluoromethyl)benzyl]cinchonium br omide. Its structure was established by spectral data. Optically activ e (4) of (S)-configuration was obtained from oxindole (1) on air oxida tion in the presence of the chiral catalyst N-[(4-trifluoromethyl)benz yl]cinchonium bromide.