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11-Step Total Synthesis of Teleocidins B-1–B-4
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2019-01-13 , DOI: 10.1021/jacs.8b13697
Hugh Nakamura 1 , Kosuke Yasui 1 , Yuzuru Kanda 1 , Phil S Baran 1
Affiliation  

A unified and modular approach to the teleocidin B family of natural products is presented that proceeds in 11 steps and features an array of interesting strategies and methods. Indolactam V, the known biosynthetic precursor to this family, was accessed through electrochemical amination, Cu-mediated aziridine opening, and a remarkable base-induced macrolactamization. Guided by a desire to minimize concession steps, the tactical combination of C-H borylation and a Sigman-Heck transform enabled the convergent, stereocontrolled synthesis of the teleocidins.

中文翻译:

Teleocidins B-1–B-4 的 11 步全合成

提出了一种针对天然产物 Teleocidin B 家族的统一和模块化方法,该方法分 11 个步骤进行,并具有一系列有趣的策略和方法。Indolactam V 是该家族已知的生物合成前体,通过电化学胺化、Cu 介导的氮丙啶开放和显着的碱诱导大环内酰胺化获得。在最小化让步步骤的愿望的指导下,CH 硼酸化和 Sigman-Heck 变换的战术组合使 Teleocidins 的聚合、立体控制合成成为可能。
更新日期:2019-01-13
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