Studies for the transformation of carbocycles into carbohydrates: approach toward the synthesis of higher sugar derivatives.

Autor: Baptistella LH; Instituto de Química, UNICAMP, CP 6154, 13084-971 Campinas, SP, Brazil. lhbb@iqm.unicamp.br, Cerchiaro G
Jazyk: angličtina
Zdroj: Carbohydrate research [Carbohydr Res] 2004 Feb 25; Vol. 339 (3), pp. 665-71.
DOI: 10.1016/j.carres.2003.10.026
Abstrakt: A highly stereocontrolled synthesis of a beta-D-ribo-hept-6-ulopyranosuronamide derivative, a useful intermediate for the synthesis of other higher sugars, has been developed using naturally occurring (-)-quinic acid as a chiral starting material. The transformation of carbocycle to carbohydrate, a key step in this sequence, occurred in a one-pot reaction: an ozonolysis carried out under mild conditions.
Databáze: MEDLINE