Deoxygenation at the C3 position of D- and L-arabinofuranose: stereospecific access to enantiomeric cordycepose derivatives.

Carbohydr Res

Departamento de Química, Universidade Federal Rural de Pernambuco, 52171-900 Recife, PE, Brazil.

Published: October 2013

Efficient synthesis of 3-deoxy-1,2-O-isopropylidene-β-D- and β-L-threo-pentofuranose (1,2-O-isopropylidene-β-D- and β-L-cordycepose) was accomplished starting from D- and L-arabinofuranose derivatives, respectively, by the action of LiBH(Et)3 on corresponding intermediate 3-O-lyxofuranosyl trifluoromethanesulfonates.

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http://dx.doi.org/10.1016/j.carres.2013.07.017DOI Listing

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