Issue 53, 2023

Asymmetric total synthesis of (+)-propolisbenzofuran B

Abstract

The first asymmetric total synthesis of (+)-propolisbenzofuran B is accomplished in 11 steps with an overall yield of 11.9%. The key steps are tandem deacetylative Sonogashira coupling-annulation reaction to synthesize the 2-substituted benzofuran core, stereoselective syn-aldol reaction and Friedel–Crafts cyclization to install the desired stereocenters & third-ring, and Stille coupling for C-acetylation.

Graphical abstract: Asymmetric total synthesis of (+)-propolisbenzofuran B

Supplementary files

Article information

Article type
Communication
Submitted
27 Apr 2023
Accepted
05 Jun 2023
First published
06 Jun 2023

Chem. Commun., 2023,59, 8254-8257

Asymmetric total synthesis of (+)-propolisbenzofuran B

B. Sen, M. Bera, M. S. Singh and S. Hajra, Chem. Commun., 2023, 59, 8254 DOI: 10.1039/D3CC02054A

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