The microbiological production of analogues of mould metabolites. Part I. Production of fluorogibberellic acid and fluorogibberellin A9 by Gibberella fujikuro
- 1 January 1974
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 10, 1131-1136
- https://doi.org/10.1039/p19740001131
Abstract
1β-Fluoromethyl-10β-formyl-4aα-methyl-8-methylenegibbane-1α-carboxylic acid (3) and 1β-fluoromethyl-4aα-methyl-8-methylenegibbane-1α,10β-dicarboxylic acid (fluorogibberellin A12)(4) have been prepared from 6α,7β,18-trihydroxykaur-16-en-19-oic acid 19,6-lactone (7). The aldehyde (3) was converted by G. fujikuroi into 1β-fluoromethyl-2β,4aα,7α-trihydroxy-8-methylenegibb-3-ene-1α,10β-dicarboxylic acid 1,4a-lactone (18) and 1β-fluoromethyl-4aα-hydroxy-8-methylenegibbane-1α,10β-dicarboxylic acid 1,4a-lactone (fluorogibberellin A9)(15).Keywords
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