Synthesis of branched-chain hexulose derivatives as model for the synthesis of talaromycins

Authors
Izquierdo, I Plaza, MT Rodriguez, M Tamayo, JA Macias, L
Citation
I. Izquierdo et al., Synthesis of branched-chain hexulose derivatives as model for the synthesis of talaromycins, J CARB CHEM, 20(6), 2001, pp. 447-457
Citations number
6
Categorie Soggetti
Chemistry & Analysis
Journal title
JOURNAL OF CARBOHYDRATE CHEMISTRY
ISSN journal
07328303 → ACNP
Volume
20
Issue
6
Year of publication
2001
Pages
447 - 457
Database
ISI
SICI code
0732-8303(2001)20:6<447:SOBHDA>2.0.ZU;2-J
Abstract
The synthesis of 3,5-dideoxy-1,2-O-isopropylidene-5-C-hydroxymethyl-beta -D -erythro- (1) and alpha -L-threo-hexulopyranose (2) from 3-deoxy-1,2-O-isop ropylidene-beta -D-erythro-hexulopyranose (5) from D-fructose is described, as well as their respective transformation into 3,5-dideoxy-1,2-O-isopropy lidene-5-C-hydroxymethyl-beta -D-threo- (3) and -alpha -L-erythro-hexulopyr anose (4) by inversion of configuration at C-4.