Formation of β-glucosamine and β-mannose linkages using glycosyl phosphates

被引:24
作者
Plante, OJ [1 ]
Palmacci, ER [1 ]
Seeberger, PH [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ol006566+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Glycosyl phosphates were examined for their utility in the synthesis of challenging glycosidic linkages. beta -Glucosamine glycosides were formed preferentially and in good yield. beta -Mannosides were constructed in high overall yield with modest anomeric selectivity. Interesting solvent and conformational influences on the stereochemical outcome of the coupling reactions were observed.
引用
收藏
页码:3841 / 3843
页数:3
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