REACTION OF (INDOL-3-YL)ETHANEDIOL WITH L-ASCORBIC-ACID

Authors
PREOBRAZHENSKAYA MN LAZHKO EI KOROLEV AM
Citation
Mn. Preobrazhenskaya et al., REACTION OF (INDOL-3-YL)ETHANEDIOL WITH L-ASCORBIC-ACID, Tetrahedron : asymmetry, 7(3), 1996, pp. 641-644
Citations number
4
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
3
Year of publication
1996
Pages
641 - 644
Database
ISI
SICI code
0957-4166(1996)7:3<641:RO(WL>2.0.ZU;2-W
Abstract
Interaction of (indol-3-yl)ethane-1,2-diol with L-ascorbic acid under mild conditions yielded a mixture of products of the L-ascorbic acid 2 -C alkylation with the substituted skatyl cation stabilized by the 3-C O hemiketal formation with the participation of the HOCH2 moiety of (i ndol-3-yl)ethane-1,2-diol. Under the action of ethanolic HCl, tricycli c ketals were formed. The stereochemical configuration of the compound s was determined by NMR methods. (C) 1996 Published by Elsevier Scienc e Ltd