PhBCl2 promoted reductive opening of 2′,4′-O-p-methoxybenzylidene:: new regioselective differentiation of position 2′ and 4′ of α-L-iduronyl moieties in disaccharide building blocks
PhBCl2 promoted reductive opening of 2′,4′-O-p-methoxybenzylidene:: new regioselective differentiation of position 2′ and 4′ of α-L-iduronyl moieties in disaccharide building blocks
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DOI:
10.1016/j.tetlet.2004.03.046
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发表时间:
2004-04-26
影响因子:
1.8
通讯作者:
Bonnaffé, D
中科院分区:
文献类型:
--
作者:
Dilhas, A;Bonnaffé, D
We describe a new protocol for the challenging differentiation of the position 2' and 4' of L-iduronyl moieties located at the nonreducing end of various disaccharide building blocks. This methodology is based on the introduction of a 2',4'-O-p-methoxybenzylidene group, followed by a totally regioselective reductive opening of this acetal by the PhBCl2/Et3SiH reagent system, L-Iduronyl moieties protected by a 4'-O-p-methoxybenzyl group were thus obtained regioselectively and efficiently. (C) 2004 Elsevier Ltd. All rights reserved.