Issue 80, 2014

Chemoenzymatic synthesis of the macrolide antibiotic (−)-A26771B

Abstract

The formal and total syntheses of the macrolide antibiotic (−)-A26771B have been developed wherein the stereochemistries at its C-5 and C-15 centres were installed using the lipase-catalyzed acylation of suitable MeCH(OH) and allylic secondary carbinol centres. A lipase-catalyzed chemoselective and hazard-free acrylation protocol, and a ring-closing metathesis reaction were used to construct the macrocyclic skeleton.

Graphical abstract: Chemoenzymatic synthesis of the macrolide antibiotic (−)-A26771B

Supplementary files

Article information

Article type
Paper
Submitted
06 Jun 2014
Accepted
21 Aug 2014
First published
29 Aug 2014

RSC Adv., 2014,4, 42697-42705

Author version available

Chemoenzymatic synthesis of the macrolide antibiotic (−)-A26771B

S. Chatterjee, A. Sharma and S. Chattopadhyay, RSC Adv., 2014, 4, 42697 DOI: 10.1039/C4RA05399K

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