Issue 18, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

A chemoenzymatic synthesis of the carbobicyclic core associated with CP-225,917 and CP-263,114 (phomoidrides A and B)

Martin G. Banwell,*a   Kenneth J. McRaea  and  Anthony C. Willisa  

* Corresponding authors

a Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, Australia
E-mail: mgb@rsc.anu.edu.au

Abstract

The bromobenzene-derived and enantiopure cis-1,2-dihydrocatechol 3 has been converted, via a reaction sequence involving Diels–Alder cycloaddition, anionic oxy-Cope rearrangement and Wolff ring-contraction steps, into compound 4 and epimer 24, which embody key structural elements associated with the nonadride-type natural products CP-225,917 (1) and CP-263,114 (2).

Graphical abstract: A chemoenzymatic synthesis of the carbobicyclic core associated with CP-225,917 and CP-263,114 (phomoidrides A and B)

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Article information

DOI
https://doi.org/10.1039/B105376K
Article type
Paper
Submitted
19 Jun 2001
Accepted
19 Jul 2001
First published
29 Aug 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 2194-2203

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A chemoenzymatic synthesis of the carbobicyclic core associated with CP-225,917 and CP-263,114 (phomoidrides A and B)

M. G. Banwell, K. J. McRae and A. C. Willis, J. Chem. Soc., Perkin Trans. 1, 2001, 2194 DOI: 10.1039/B105376K

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