碳环型杀稻瘟菌素及其C5差向异构体的汇聚合成。
A convergent synthesis of carbocyclic sinefungin and its C5 epimer.
作者信息
Ghosh Arun K, Lv Kai
机构信息
Department of Chemistry and Department of Medicinal Chemistry, Purdue University, West Lafayette, Indiana, 47906 (USA).
出版信息
European J Org Chem. 2014 Oct 1;2014(30):6761-6768. doi: 10.1002/ejoc.201402812.
Abstract
A convergent synthesis of carbocyclic sinefungin and its C5 epimer is described. The key features in our synthesis include the use of commercial available L-methionine and readily available (1, 4)-4-hydroxy-2-cyclopentenyl acetate as starting materials, cross-metathesis coupling, enzymatic kinetic resolution and Staudinger reduction. The current synthesis is flexible and therefore provides convenient access to the synthesis of various carbocyclic SIN analogues for biological evaluation.
摘要
描述了碳环型西奈芬净及其C5差向异构体的汇聚合成。我们合成中的关键特征包括使用市售的L-甲硫氨酸和易于获得的（1,4）-4-羟基-2-环戊烯基乙酸酯作为起始原料、交叉复分解偶联、酶促动力学拆分和施陶丁格还原。当前的合成方法具有灵活性，因此为合成各种用于生物学评价的碳环型SIN类似物提供了便利途径。
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