Quasienantiomeric levoglucosenone and isolevoglucosenone allow the parallel kinetic resolution of a racemic nitrone |
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| Authors: | Cardona Francesca Lalli Daniela Faggi Cristina Goti Andrea Brandi Alberto |
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| Affiliation: | Department of Organic Chemistry U. Schiff, Polo Scientifico e Tecnologico, University of Florence, Italy, Via della Lastruccia 13, I-50019 Sesto Fiorentino, Italy. francesca.cardona@unifi.it |
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| Abstract: | Cycloadditions of chiral pyrroline N-oxides to levoglucosenone (1) and isolevoglucosenone (2) proceed with a high level of double asymmetric induction. Partial kinetic resolutions (KR) of both enantiomers of a racemic nitrone 3 were achieved, and a parallel kinetic resolution (PKR) experiment allowed the stereoselective divergent synthesis of two quasienantiomeric imino-C-disaccharide precursors. |
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