Department of Organic Chemistry, Faculty of Sciences, University of Málaga , Campus de Teatinos s/n, 29071 Málaga, Spain.
Org Lett. 2015 Nov 20;17(22):5558-61. doi: 10.1021/acs.orglett.5b02697. Epub 2015 Oct 30.
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.
本文报道了天然产物 depudecin 的全合成，depudecin 是一种具有抗血管生成活性的微生物聚酮化合物，对组蛋白去乙酰化酶具有抑制作用。其结构特点是含有两个环氧基的高度氧化的 11 碳链，通过 trans-二取代烯烃共轭，其全合成通过一种新型的不对称环氧化方法有效地完成，该方法基于一类新型的手性锍盐，能够以高效和立体选择性的方式构建环氧环。
