Issue 43, 2013
From the journal:

RSC Advances

Stereoselective synthesis of the C15–C30 subunit of dolabelides A–D†

J. S. Yadav,*a   Sambit Nayaka  and  G. Sabithaa  

* Corresponding authors

a Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India
E-mail: yadavpub@iict.res.in
Fax: +91-40-27160512

Abstract

A highly stereoselective synthesis of the C15–C30 subunit of the cytotoxic macrolides dolabelides A–D has been accomplished by utilizing anti selective aldol reaction, Wittig olefination for the introduction of a trisubstituted (E)-double bond, selective hydroboration, Brown asymmetric allylation, Wilkinson hydrogenation and stereoselective keto reduction for the installation of C19 hydroxy group as key steps.

Graphical abstract: Stereoselective synthesis of the C15–C30 subunit of dolabelides A–D

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Article information

DOI
https://doi.org/10.1039/C3RA44232B
Article type
Paper
Submitted
07 Aug 2013
Accepted
04 Sep 2013
First published
04 Sep 2013

RSC Adv., 2013,3, 21007-21015

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Stereoselective synthesis of the C15–C30 subunit of dolabelides A–D

J. S. Yadav, S. Nayak and G. Sabitha, RSC Adv., 2013, 3, 21007 DOI: 10.1039/C3RA44232B

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