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Synthesis of parvistemin A via biomimetic oxidative dimerization
Marcus J Smith1, Christopher C Nawrat, Christopher J Moody
1School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
Abstract:
The first synthesis of the naturally occurring benzoquinone dimer parvistemin A is reported. The key step is the late stage iron(III) mediated dimerization of a 1,2,4-trihydroxyarene to give the natural product in good yield, a phenol oxidative coupling that is believed to be biomimetic. The route proceeds in seven steps from an inexpensive commercially available acetophenone in 14% overall yield.
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