A Second-Generation Chemoenzymatic Total Synthesis of Platencin
Date
2015
Authors
Banwell, Martin
Muhammad, Rehmani
Draffan, Alistair
Willis, Anthony
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Publisher
Thieme Gruppe
Abstract
A total synthesis of the potent antibacterial agent platencin is described. The reaction sequence used involves, as starting material, an enantiomerically pure cis-1,2-dihydrocatechol derived from the whole-cell biotransformation of iodobenzene. Simple chemical manipulations of this metabolite provide a triene that engages in a thermally promoted intramolecular Diels–Alder reaction to establish the octahydro-2H-2,4a-ethanonaphthalene core of platencin.
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Keywords
antibacterial, cross-coupling, cycloaddition, natural product, total synthesis
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Synlett
Type
Journal article
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2037-12-31
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