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Issue 36, 2017
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Synthesis of the fungus metabolite cladosin C

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Abstract

Cladosin C is one of the few known enaminotetramic acids, isolated from extracts of the deep sea fungus Cladosporium sphaerospermum. It was synthesised in ten steps and 14% overall yield by a late-stage amination of the corresponding 3-acyltetramic acid. This was obtained by a Dieckmann condensation of an N-β-ketoacylaminoester derived from dehydrovalinate and the thioester-terminated side chain containing the stereogenic centre which stemmed from poly-(R)-3-hydroxybutyrate.

Graphical abstract: Synthesis of the fungus metabolite cladosin C

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Supplementary files

Article information


Submitted
20 Jul 2017
Accepted
25 Aug 2017
First published
05 Sep 2017

Org. Biomol. Chem., 2017,15, 7672-7677
Article type
Paper

Synthesis of the fungus metabolite cladosin C

D. Linder and R. Schobert, Org. Biomol. Chem., 2017, 15, 7672
DOI: 10.1039/C7OB01795B

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