American Chemical Society
ol0c03308_si_001.pdf (4.91 MB)

Total Synthesis of Meayamycin and O‑Acyl Analogues

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journal contribution
posted on 2020-10-19, 21:10 authored by Christopher Gartshore, Shinji Tadano, Prem B. Chanda, Anindya Sarkar, Naidu S. Chowdari, Sanjeev Gangwar, Qian Zhang, Gregory D. Vite, Jelena Momirov, Dale L. Boger
A short, scalable total synthesis of meayamycin is described by an approach that entails a longest linear sequence of 12 steps (22 steps overall) from commercially available chiral pool materials (ethyl l-lactate, BocNH-Thr-OH, and d-ribose) and introduces the most straightforward preparation of the right-hand subunit detailed to date. The use of the approach in the divergent synthesis of a representative series of O-acyl analogues is exemplified.