Generalized Anomeric Effect in gem-Diamines: Stereoselective Synthesis of α-N-Linked Disaccharide Mimics

被引：33

作者：

Sanchez-Fernandez, Elena M. ^{[2
]}

Risquez-Cuadro, Rocio ^{[1
]}

Aguilar-Moncayo, Matilde ^{[1
]}

Garcia-Moreno, M. Isabel ^{[1
]}

Ortiz Mellet, Carmen ^{[1
]}

Garcia Fernandez, Jose M. ^{[2
]}

机构：

[1] Univ Seville, Dept Quim Organ, Fac Quim, E-41071 Seville, Spain

[2] CSIC, Inst Invest Quim, E-41092 Seville, Spain

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 15期

关键词：

BIOLOGICAL EVALUATION; GLYCOSIDASE INHIBITORS; MALTASE-GLUCOAMYLASE; CRYSTAL-STRUCTURE; 1-N-IMINOSUGARS; GLUCOSIDASE; DERIVATIVES; GLYCOSYL; GLYCOMIMETICS; EFFICIENT;

D O I：

10.1021/ol901125n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The orbital (negative hyperconjugation) contribution to the generalized anomeric effect is highly increased In bicyclic gem-diamines with a pseudoamide-type endocyclic nitrogen atom, which has been exploited for the stereoselective synthesis of configurationally stable alpha-N-linked azadisaccharide heteroanalogues of the natural disaccharides maltose and isomaltose as aglycon-sensitive inhibitors of isomaltase,

引用

页码：3306 / 3309

页数：4

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