Issue 75, 2014

Total syntheses of (±)-musellarins A–C

Abstract

The first, diastereoselective total syntheses of musellarins A–C were achieved concisely with 7.8–9.8% yields in 15–16 steps. The key synthetic features include (i) an Achmatowicz rearrangement, Kishi reduction, and Friedel–Crafts cyclization to construct the tricyclic framework and (ii) Heck coupling of aryldiazonium salts to introduce the aryl group into the dihydropyran in a 2,6-trans fashion in the final stage of synthesis.

Graphical abstract: Total syntheses of (±)-musellarins A–C

Supplementary files

Article information

Article type
Communication
Submitted
08 Jul 2014
Accepted
23 Jul 2014
First published
24 Jul 2014

Chem. Commun., 2014,50, 10990-10993

Author version available

Total syntheses of (±)-musellarins A–C

Z. Li, T. Leung and R. Tong, Chem. Commun., 2014, 50, 10990 DOI: 10.1039/C4CC05248J

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