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Total synthesis of the chlorinated marine natural product dysamide B
Amanda C Durow1, G Cliona Long, Susan J O'Connell
1School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK.
Organic Letters
|November 3, 2006
Abstract:
[Structure: see text] Two approaches to the synthesis of (2S,4S)-5,5-dichloroleucine are compared, and the parent amino acid was used in the first total synthesis of the polychlorinated marine natural product, dysamide B. A key step was the lead tetraacetate-mediated decarboxylation of an alpha,alpha-dichloro acid in the presence of 1,4-cyclohexadiene to generate the dichloromethyl group.
