A novel entry to 5a-carba-hexopyranoses from carbohydrates based on a 6-exo-dig radical cyclization: synthesis of 5a-carba-beta-D-mannopyranose pentaacetate

Authors
Gomez, AM Danelon, GO Moreno, E Valverde, S Lopez, JC
Citation
Am. Gomez et al., A novel entry to 5a-carba-hexopyranoses from carbohydrates based on a 6-exo-dig radical cyclization: synthesis of 5a-carba-beta-D-mannopyranose pentaacetate, CHEM COMMUN, (2), 1999, pp. 175-176
Citations number
43
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
2
Year of publication
1999
Pages
175 - 176
Database
ISI
SICI code
1359-7345(19990121):2<175:ANET5F>2.0.ZU;2-L
Abstract
Carbohydrate-derived 2,3:4,6-diacetonides which are homologated at C-1 by r eaction with phenyl acetylide undergo a 6-exo-dig radical cyclization, from a radical located at C-5, to yield highly functionalized cyclohexanes that are correlated with carba-sugars.