Stereoselective synthesis of 1,3-disaccharides, obtained by [4+2] hetro Diels-Alder cycloaddition between glycals and alpha-thiono-beta-keto-delta-lactones, has been reported. Molecular modeling and conformational evaluations about the cycloaddition features allowed tentatively rationalizing the experimental results.
Stereoselective synthesis of 1,3-disaccharides through Diels-Alder reactions: Part 2: convenient protecting groups for heterodienes and conformational evaluations / G. Gabrielli; F. Melani; S. Bernasconi; C. Lunghi; B. Richichi; P. Rollin; C. Venturi; C. Nativi. - In: JOURNAL OF CARBOHYDRATE CHEMISTRY. - ISSN 0732-8303. - STAMPA. - 28:(2009), pp. 124-141. [10.1080/07328300902752223]
Stereoselective synthesis of 1,3-disaccharides through Diels-Alder reactions: Part 2: convenient protecting groups for heterodienes and conformational evaluations
GABRIELLI, GABRIELE;MELANI, FABRIZIO;LUNGHI, CARLOTTA;RICHICHI, BARBARA;VENTURI, CHIARA;NATIVI, CRISTINA
2009
Abstract
Stereoselective synthesis of 1,3-disaccharides, obtained by [4+2] hetro Diels-Alder cycloaddition between glycals and alpha-thiono-beta-keto-delta-lactones, has been reported. Molecular modeling and conformational evaluations about the cycloaddition features allowed tentatively rationalizing the experimental results.
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