Structure assignment, total synthesis, and evaluation of the phosphatase modulating activity of glucolipsin A

…, J Ruiz-Caro, H Prinz, H Waldmann

文献索引：Fuerstner, Alois; Ruiz-Caro, Juliana; Prinz, Heino; Waldmann, Herbert Journal of Organic Chemistry, 2004 , vol. 69, # 2 p. 459 - 467

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被引用次数: 44

摘要

The previously unknown stereostructure of glucolipsin A (1), a complex glycolipid endowed with glucokinase-activating properties, was unambiguously elucidated as (2 R, 2'R, 3 S, 3'S) by comparison of its spectroscopic and analytical data with those of all conceivable C 2- symmetric stereoisomers. This set of macrodiolides was prepared by a sequence comprising auxiliary guided aldol reactions, glycosidation of the resulting β-hydroxy acid derivatives ...