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Communication | Regular issue | Vol 24, No. 4, 1986, pp.931-934
Published online, 1st January, 1970
DOI: 10.3987/R-1986-04-0931
Novel Routes to Branchd-chain and Amino-sugars from Levoglucosenone, a Chiral Synthon Available from Cellulose. Structural Determination at Quaternary Carbon Atom by X-Ray Diffraction

Yvonne Gelas-Mialhe, Jacques Gelas,* Danielle Avenel, Rachid Brahmi, and Hélène Gillier-Pandraud

*Ecole National Supérieure de Chimie de Clermont-Ferrand, BP45, 63170 Aubière, France

Abstract

Structural modifications of levoglucosenone, a chiral bicyclic enone available from cellulose, afford a novel access to branched-chain and amino-sugars: methyl, hydroxymethyl and aminomethyl derivatives at position 2. Assignment of the absolute configuration at the quaternary carbon atom has been deduced from X-ray crystallographic data.