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Issue 28, 2015
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Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type

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Abstract

An esterification/Friedel–Crafts-cyclization approach permitted the first successful synthetic entry into the oxacyclododecindione subclass of the dihydroxyphenylacetic acid lactone-type natural products. This route allowed the preparation of two highly active anti-inflammatory fungal secondary metabolites 14-deoxyoxacyclododecindione and 14-deoxy-4-dechlorooxacyclododecindione as well as their 14-desmethyl analogues.

Graphical abstract: Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type

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Submitted
23 May 2015
Accepted
09 Jun 2015
First published
09 Jun 2015

Org. Biomol. Chem., 2015,13, 7813-7821
Article type
Paper
Author version available

Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type

J. Tauber, M. Rohr, T. Walter, G. Erkel and T. Opatz, Org. Biomol. Chem., 2015, 13, 7813
DOI: 10.1039/C5OB01044F

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