Facile synthesis of 6a-carba-β- d-fructopyranose through an RCM approach

A new synthetic approach toward 6a-carba-β- d-fructopyranose, a non-nutritive sweetener related to topiramate, is described. This scheme uses 2- C-hydroxymethyl- l-erythrose acetonide as starting material and efficiently delivers the target compound applying an RCM protocol for the construction of t...

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Bibliographic Details
Published in:Tetrahedron 2008-04, Vol.64 (18), p.3998-4003
Main Authors: Totokotsopoulos, Sotirios M., Koumbis, Alexandros E., Gallos, John K.
Format: Article
Language:English
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Summary:A new synthetic approach toward 6a-carba-β- d-fructopyranose, a non-nutritive sweetener related to topiramate, is described. This scheme uses 2- C-hydroxymethyl- l-erythrose acetonide as starting material and efficiently delivers the target compound applying an RCM protocol for the construction of the carbocycle ring. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2008.02.046