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Synthesis of Optically Active n-Alkyloxycatechols as Inhibitors of Lipoxygenase
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1  Institute of Organic Chemistry, University of Zurich,Winterthurerstrasse 190, CH-8057 Zurich, Switzerland

Abstract: Antioxidant activitv guided fractionation of extracts of Plectranthus sylvestris (labiatae) yielded the novel alkyloxycatechols 1-3 (M. Juch, P. Rüedi, Helv. Chim. Acta 1997, 80, 436). The optically active natural products and several diastereomers have been synthesized. The open chain compounds are prepared by enantioselsective reduction of the corresponding aldol adduct and chromatographic separation of the diastereomers, the cyclic ones by biomimetic phenol oxidation of 2b.
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