Synthesis of L-glucose and L-galactose derivatives from D-sugars  被引量:4

Synthesis of L-glucose and L-galactose derivatives from D-sugars

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作  者:Tian-Yu Xia Yang-Bing Li Zhao-Jun Yin Xiang-Bao Meng Shu-Chun Li Zhong-Jun Li 

机构地区:[1]The State Key Laboratory of Natural and Biomimetic Drugs,School of Pharmaceutical Science,Peking University

出  处:《Chinese Chemical Letters》2014年第9期1220-1224,共5页中国化学快报(英文版)

基  金:supported by the National Basic Research Program of China(973 Program,No.2012CB822100);the National Key Technology R&D Program‘‘New Drug Innovation’’ of China(No.2012ZX09502001-001);the National Natural Science Foundation of China(Nos.20972012 and 21232002)

摘  要:An efficient route to prepare L-glucose and L-galactose is described. The L-sugars are achieved by using the strategy of switching the functional groups at C1 and C5 of D-glucose and D-mannose. The oxidation and reduction of the silyl enol ether at C1 and the lead(IV) tetraacetate mediated oxidative decarboxylation at C5 are the key steps. L-Glucose and L-galactose are prepared in a convenient and inexpensive way.An efficient route to prepare L-glucose and L-galactose is described. The L-sugars are achieved by using the strategy of switching the functional groups at C1 and C5 of D-glucose and D-mannose. The oxidation and reduction of the silyl enol ether at C1 and the lead(IV) tetraacetate mediated oxidative decarboxylation at C5 are the key steps. L-Glucose and L-galactose are prepared in a convenient and inexpensive way.

关 键 词:Carbohydrates L-Hexoses Head-to-tail inversions Oxidation DECARBOXYLATION One-pot procedure 

分 类 号:O629.1[理学—有机化学]

 

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