Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India.
Org Lett. 2013 Jul 19;15(14):3610-3. doi: 10.1021/ol401458d. Epub 2013 Jul 3.
An enantioselective synthesis of natural anticancer macrolide pladienolide B is described. The synthetic highlights include Sharpless asymmetric epoxidation, ring closing metathesis (RCM), Ireland-Claisen rearrangement, Shi epoxidation, and Pd-catalyzed Stille coupling as key steps. The synthetic route also allowed the synthesis of the truncated analogues (41a-d) of pladienolide B.
本文描述了天然抗癌大环内酯类化合物 pladienolide B 的对映选择性合成。该合成的重点包括 Sharpless 不对称环氧化、环 closing metathesis (RCM)、Ireland-Claisen 重排、Shi 环氧化和 Pd 催化的 Stille 偶联等关键步骤。该合成路线还允许合成 pladienolide B 的截断类似物(41a-d)。