Issue 37, 2015
From the journal:

RSC Advances

Glycal approach to the synthesis of macrolide (−)-A26771B†

Puli Saidhareddya  and  Arun K. Shaw*a  

* Corresponding authors

a Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute (CDRI), Lucknow-226031, India
E-mail: akshaw55@yahoo.com
Tel: +91-9415403775

Abstract

A convergent total synthesis of a 16-membered macrolactone natural product (−)-A26771B 1 starting from 3,4,6-tri-O-acetyl-D-glucal 7 is reported. The Ferrier rearrangement of acetylated glucal 7, cross metathesis between chiral fragments 3 and 4, Yamaguchi macrolactonization and selective oxidation of the allylic alcohol are the key features of the synthesis.

Graphical abstract: Glycal approach to the synthesis of macrolide (−)-A26771B

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Article information

DOI
https://doi.org/10.1039/C4RA17084A
Article type
Paper
Submitted
26 Dec 2014
Accepted
16 Mar 2015
First published
16 Mar 2015

RSC Adv., 2015,5, 29114-29120

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Glycal approach to the synthesis of macrolide (−)-A26771B

P. Saidhareddy and A. K. Shaw, RSC Adv., 2015, 5, 29114 DOI: 10.1039/C4RA17084A

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