Reactivity of melezitose and raffinose under Mitsunobu reaction conditions |
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Authors: | Besset Céline Chambert Stéphane Queneau Yves Kerverdo Sébastien Rolland Hervé Guilbot Jérôme |
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Institution: | INSA-Lyon, Institut de Chimie et de Biochimie Moléculaires et Supramoléculaires, Laboratoire de Chimie Organique, Bat. Jules Verne, 20 Avenue Albert Einstein, Villeurbanne, France. |
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Abstract: | The reactivity of melezitose and raffinose under Mitsunobu conditions was studied within the scope of the use of trisaccharides for the synthesis of fatty acid esters. Melezitose led to esters with preferential substitution at primary positions following the order of reactivity 6'>6>6'. Raffinose proved to be very reluctant toward ester formation in these conditions, leading mainly to the new 3',6'-anhydroraffinose. |
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Keywords: | Sugar esters Raffinose Melezitose Mitsunobu reaction Anhydro sugars |
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