Studies on the regio- and diastereo-selective epoxidation of daphnanes and tiglianes
Studies on the regio- and diastereo-selective epoxidation of daphnanes and tiglianes
复制标题
DOI：
10.1016/j.tetlet.2015.01.126
复制
发表时间：
2015-06-03
影响因子：
1.8
通讯作者：
Wender, Paul A.
中科院分区：
文献类型：
--
作者：
Boudreault, Pierre-Luc;Mattler, Jennifer K.;Wender, Paul A.
瑞香烷类和巨大戟烷类是具有共同的三环5 - 7 - 6环系的二萜类化合物。许多成员表现出显著的生物活性，这些活性通常与蛋白激酶C信号传导有关。许多这类天然产物（约100种）具有一个C6 - C7α - 环氧化物，其对生物活性的影响研究甚少。我们以更易获得的佛波醇酯PDBu作为测试底物，报道了一种基于钒催化的不对称环氧化且使用双羟肟酸（BHA）配体的高效且可能具有通用性的α - 环氧化方法。（C）2015爱思唯尔有限公司。保留所有权利。
Daphnanes and tiglianes are diterpenes with a shared tricyclic 5-7-6 ring system. Many members exhibit significant biological activities often associated with protein kinase C signaling. Many of these natural products (similar to 100) have a C6-C7 alpha-epoxide whose influence on biological activity is little studied. Using the more readily available phorbol ester PDBu as a test substrate, we report an efficient, and potentially general, alpha-epoxidation method based on a vanadium-catalyzed asymmetric epoxidation with bishydroxamic acid (BHA) ligands. (C) 2015 Elsevier Ltd. All rights reserved.