一种从头合成具有结构和立体化学多样性的糖基 methymycin 类似物的方法。
A de novo approach to the synthesis of glycosylated methymycin analogues with structural and stereochemical diversity.
机构信息
Department of Chemistry & Biochemistry, The University ofTexas at Austin, 1 University Station A5300, Austin, Texas 78712, United States.
出版信息
Org Lett. 2010 Nov 19;12(22):5150-3. doi: 10.1021/ol102144g. Epub 2010 Oct 19.
Abstract
A divergent and highly stereoselective route to 11 glycosylated methymycin analogues has been developed. The key to the success of this method was the iterative use of the Pd-catalyzed glycosylation reaction and postglycosylation transformation. This unique application of Pd-catalyzed glycosylation demonstrates the breath of α/β- and d/l-glycosylation of macrolides that can be efficiently prepared using a de novo asymmetric approach to the carbohydrate portion.
摘要
已经开发出一种发散且高度对映选择性的方法来合成 11 种糖基 methymycin 类似物。这种方法成功的关键在于反复使用 Pd 催化的糖基化反应和糖基化后转化。Pd 催化糖基化的这种独特应用证明了大环内酯的α/β-和 d/l-糖基化范围很广，通过从头开始的不对称方法制备糖部分可以有效地制备这些糖基化产物。
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