Intramolecular Tishchenko reactions of protected hexos-5-uloses: a novel and efficient synthesis of L-idose and L-altrose

Citation
M. Adinolfi et al., Intramolecular Tishchenko reactions of protected hexos-5-uloses: a novel and efficient synthesis of L-idose and L-altrose, SYNLETT, (3), 1999, pp. 336-338
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
3
Year of publication
1999
Pages
336 - 338
Database
ISI
SICI code
0936-5214(199903):3<336:ITROPH>2.0.ZU;2-Q
Abstract
Protected t-butyl eaters of aldonic acids with the rare L-ido and L-altro c onfiguration can be effectively obtained by a diastereoselective Tishchenko reaction of hexos-5-uloses induced by t-BuOSmI2. These compounds can be ea sily converted into the corresponding protected lactones and free sugars.