Stereoselective Total Synthesis of (-)-Depudecin
Stereoselective Total Synthesis of (-)-Depudecin
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DOI：
10.1021/acs.orglett.5b02697
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发表时间：
2015-11-20
期刊：
影响因子：
5.2
通讯作者：
Sarabia, Francisco
中科院分区：
文献类型：
--
作者：
Garcia-Ruiz, Cristina;Cheng-Sanchez, Ivan;Sarabia, Francisco
报道了天然产物depudecin的全合成，depudecin是一种具有抑制组蛋白脱乙酰酶活性的抗血管生成微生物聚酮化合物。其特征在于高度氧化的11-碳链含有两个环氧化物共轭通过反式二取代烯烃，其全合成有效地完成了一种新的不对称方法的基础上形成的环氧化物的一类新的手性锍盐，允许建设的环氧乙烷环在一个有效的和立体选择性的方式。
The total synthesis of the natural product depudecin, an antiangiogenic microbial polyketide with inhibitory activity against histone deacetylases, is reported. Characterized by a highly oxidized 11-carbon chain containing two epoxides conjugated through a trans-disubstituted olefin, its total synthesis was efficiently accomplished by a novel asymmetric methodology of epoxide formation based on a new class of chiral sulfonium salts, allowing for the construction of the oxirane rings in an efficient and stereoselective fashion.