Issue 13, 2006
From the journal:

Organic & Biomolecular Chemistry

Synthesis and confirmation of structure for the gibberellin GA131 (18-hydroxy-GA4)

James R. Crow,a   Regan J. Thomsona  and  Lewis N. Mander*a  

* Corresponding authors

a Research School of Chemistry, Australian National University, Canberra, Australia
E-mail: mander@rsc.anu.edu.au
Fax: +61 2 6125 8114
Tel: +61 2 6125 3761

Abstract

A general method for the hydroxylation of the 18-methyl group in gibberellins has been developed, as demonstrated by the successful synthesis of 18-hydroxy GA4 (GA131) by means of a tandem process involving the conjugate addition of alkoxides to the α-methylene lactone moiety of a ring A-seco-gibberellin followed by an intramolecular aldol reaction.

Graphical abstract: Synthesis and confirmation of structure for the gibberellin GA131 (18-hydroxy-GA4)

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Article information

DOI
https://doi.org/10.1039/B603570A
Article type
Paper
Submitted
12 Apr 2006
Accepted
11 May 2006
First published
26 May 2006

Org. Biomol. Chem., 2006,4, 2532-2544

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Synthesis and confirmation of structure for the gibberellin GA131 (18-hydroxy-GA4)

J. R. Crow, R. J. Thomson and L. N. Mander, Org. Biomol. Chem., 2006, 4, 2532 DOI: 10.1039/B603570A

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