Reactivity of melezitose and raffinose under Mitsunobu reaction conditions

Reactivity of melezitose and raffinose under Mitsunobu reaction conditions
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DOI:
10.1016/j.carres.2008.01.041
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发表时间:
2008-04-07
影响因子:
3.1
通讯作者:
Guilbot, Jerome
Guilbot, Jerome
中科院分区:
化学3区
文献类型:
--
作者:
Besset, Celine;Chambert, Stephane;Guilbot, Jerome

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在使用三聚氰胺合成脂肪酸酯的范围内,研究了三聚蔗糖和棉子糖在Mitsunobu条件下的反应性。蜜三糖导致酯在主要位置优先取代,反应性顺序为6“> 6 > 6”。在这些条件下,棉子糖被证明非常不愿意形成酯,主要导致新的3“,6”-脱水棉子糖。(C)2008爱思唯尔有限公司保留所有权利。
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. (C) 2008 Elsevier Ltd. All rights reserved.