Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 4, Pages 1494-1497Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b13697
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Funding
- NIH [GM-118176]
- JSPS
- Honjo international scholarship
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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 macro-lactamization. Guided by a desire to minimize concession steps, the tactical combination of C-H borylation and a Sigman-Heck transform enabled the convergent, stereo controlled synthesis of the teleocidins.
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