ISSN:
0947-3440
Keywords:
2,3-Anhydro sugars
;
Tetrahydrofurans
;
β-Dicarbonyl compounds
;
Sugars, 2,3-anhydro
;
Carbohydrates
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A New Synthetic Strategy for the Synthesis of Chiral Polysubstituted Tetrahydrofurans Annulated to PyranosesAn efficient strategy for the regio- and stereoselective synthesis of the chiral tetrahydrofurans 2, 3, 5, 6, 10-16, fused to the pyranose skeleton, from the anhydro sugars 1 and 4 and 1,3-dicarbonyl compounds via 5-enol-exo-exo-tet ring closure is described. Furthermore, the syntheses of the regioisomeric tetrahydrofuran 9, the γ-hydroxy-tetrahydrofulan 19 and the branched-chain sugar 20 were successfully achieved.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199519950498
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