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Total Synthesis of Meayamycin and O-Acyl Analogues.

ABSTRACT: 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.

SUBMITTER: Gartshore C

PROVIDER: S-EPMC7655641 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Total Synthesis of Meayamycin and <i>O</i>-Acyl Analogues.

Gartshore Christopher C Tadano Shinji S Chanda Prem B PB Sarkar Anindya A Chowdari Naidu S NS Gangwar Sanjeev S Zhang Qian Q Vite Gregory D GD Momirov Jelena J Boger Dale L DL

Organic letters 20201019 21

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 <i>O</i>-acyl analogues is exemplified. ...[more]

PMID: 33074680

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