Issue 16, 2011
From the journal:

Organic & Biomolecular Chemistry

Ring-closing metathesis (RCM) based synthesis of the macrolactone core of amphidinolactone A†

Debendra K. Mohapatra,*a   Manas R. Pattanayak,ab   Pragna P. Das,a   Tapas R. Pradhana  and  J. S. Yadav*ac  

* Corresponding authors

a Organic Chemistry Division-I, Indian Institute of Chemical Technology, CSIR, Hyderabad, India
E-mail: mohapatra@iict.res.in, yadavpub@iict.res.in
Fax: +91-40-27160512
Tel: +91-40-27193128

b University of Hyderabad, Hyderabad 500 0046, India

c King Saud University, P.O. Box 2454, Riyadh 11451, Saudi Arabia

Abstract

A convergent synthesis of the macrolactone core of amphidinolactone A has been achieved, in a 10 step linear sequence with 32% overall yield, through a ring-closing metathesis reaction as the macrolactonization step. The RCM precursor was obtained by the union of acid and alcohol fragments derived from (R)-epichlorohydrin and (R)-2,3-O-isopropylidene glyceraldehyde, respectively.

Graphical abstract: Ring-closing metathesis (RCM) based synthesis of the macrolactone core of amphidinolactone A

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Article information

DOI
https://doi.org/10.1039/C1OB05335C
Article type
Communication
Submitted
03 Mar 2011
Accepted
11 May 2011
First published
12 May 2011

Org. Biomol. Chem., 2011,9, 5630-5632

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Ring-closing metathesis (RCM) based synthesis of the macrolactone core of amphidinolactone A

D. K. Mohapatra, M. R. Pattanayak, P. P. Das, T. R. Pradhan and J. S. Yadav, Org. Biomol. Chem., 2011, 9, 5630 DOI: 10.1039/C1OB05335C

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