Total Synthesis of (+)-Pleuromutilin,Journal of the American Chemical Society

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Total Synthesis of (+)-Pleuromutilin
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-01-17 , DOI: 10.1021/jacs.7b13260
Elliot P Farney ₁ , Sean S Feng ₁ , Felix Schäfers ₁ , Sarah E Reisman ₁

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An 18-step synthesis of the antibiotic (+)-pleuromutilin is disclosed. The key steps of the synthesis include a highly stereoselective SmI2-mediated cyclization to establish the eight-membered ring and a stereospecific transannular [1,5]-hydrogen atom transfer to set the C10 stereocenter. This strategy was also used to prepare (+)-12-epi-pleuromutilin. The chemistry described here will enable efforts to prepare new mutilin antibiotics.

中文翻译：

(+)-截短侧耳素的全合成

公开了抗生素 (+)-截短侧耳素的 18 步合成。合成的关键步骤包括高度立体选择性的 SmI2 介导的环化以建立八元环和立体特异性跨环 [1,5]-氢原子转移以设置 C10 立构中心。该策略也用于制备(+)-12-表-截短侧耳素。这里描述的化学将有助于制备新的 mutilin 抗生素。

更新日期：2018-01-17

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