701976-75-2Relevant academic research and scientific papers
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
Dilhas, Anna,Bonnaffé, David
, p. 3643 - 3645 (2007/10/03)
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/Et 3SiH reagent system. L-Iduronyl moieties protected by a 4 ′-O-p-methoxybenzyl group were thus obtained regioselectively and efficiently.
