The first enantioselective synthesis of cytotoxic marine natural product palau’imide and assignment of its C-20 stereochemistry?

Chemical Communications Pub Date: 2010-06-16 DOI: 10.1039/C0CC00452A

Abstract

Methyl tetramate derivative 6 has been developed as a new building block for the flexible and racemization-free synthesis of methyl 5-benzyl-3-methyltetramate via alkylation, and used in the first asymmetric synthesis of palau’imide (1). This allowed the establishment of the hitherto unknown stereochemistry at the C-20 of palau’imide as S.

Graphical abstract: The first enantioselective synthesis of cytotoxic marine natural product palau’imide and assignment of its C-20 stereochemistry
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