Ghosh Arun K, Lv Kai
Department of Chemistry and Department of Medicinal Chemistry, Purdue University, West Lafayette, Indiana, 47906 (USA).
European J Org Chem. 2014 Oct 1;2014(30):6761-6768. doi: 10.1002/ejoc.201402812.
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.
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。
