CARBOCYCLES FROM CARBOHYDRATES VIA FREE-RADICAL CYCLIZATIONS - NEW SYNTHETIC APPROACHES TO GLYCOMIMETICS

Citation
A. Martinezgrau et J. Marcocontelles, CARBOCYCLES FROM CARBOHYDRATES VIA FREE-RADICAL CYCLIZATIONS - NEW SYNTHETIC APPROACHES TO GLYCOMIMETICS, Chemical Society reviews, 27(2), 1998, pp. 155-162
Citations number
30
Categorie Soggetti
Chemistry
Journal title
ISSN journal
03060012
Volume
27
Issue
2
Year of publication
1998
Pages
155 - 162
Database
ISI
SICI code
0306-0012(1998)27:2<155:CFCVFC>2.0.ZU;2-J
Abstract
Free radical cyclization of enantiomerically pure, acyclic presursors derived from carbohydrates is an excellent method for the synthesis of complex, densely functionalized chiral carbohydrate mimics ('glycomim etics'). The extent of the acyclic diastereoselection can be modulated and is closely associated with the structure, rigidity and conformati onal aspects of the radical precursors, General models for a rationale of the stereochemical outcome of the cyclizations are shown.