Photocyclisation des (oxo-3)-butyl glycopyranosides
- 1 December 1980
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 58 (23) , 2660-2665
- https://doi.org/10.1139/v80-425
Abstract
3-Oxo butyl glycopyranosides undergo Norrish type II photocyclization giving hydroxyspiroketals. The influence of the anomeric configuration and of different substituents at C-2 has been studied. The favored photocyclization of various β-glycosides occurs with retention of configuration and is interpreted in terms of the greater stability of the radical formed by abstraction of the axial anomeric hydrogen atom.This publication has 1 reference indexed in Scilit:
- Confirmation d'une reaction de photocarbocyclisation stéréospécifique de l'(oxo-3 butyl) tétra-O-acétyl-2,3,4,6β-D-glucopyrannoside par détermination de la structure cristalline du tétra-O-acétyl-2,3,4,6 désoxy-1β-D-glucopyrannoside-1-spiro-2'-(méthyl-3' tétrahydrofurannol-3') 1,4B (cis et trans)Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1980