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First Total Synthesis of Paracaseolide A

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journal contribution
posted on 20.07.2012, 00:00 by Dimitris Noutsias, Georgios Vassilikogiannakis
The first total synthesis of the paracaseolide A, a very unusual tetraquinane oxa-cage bislactone recently isolated from the mangrove Sonneratia paracaseolaris, has been achieved. The final step and culmination of the eight-step synthetic sequence is a [4 + 2] dimerization of a 4-hydroxybutenolide, generated by singlet oxygen-mediated oxidation of a furan precursor.