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Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor

By Marc P. Baggelaar, Yange Huang, Ben L. Feringa, Frank J. Dekker and Adriaan J. Minnaard

Abstract

<p>A catalytic asymmetric synthesis of (S)-(-)-zearalenone is reported using asymmetric allylic alkylation for the introduction of the stereocenter. (S)-(-)-Zearalenone turned out to be a novel lipoxygenase inhibitor. (C) 2013 Elsevier Ltd. All rights reserved.</p>

Topics: (S)-(-)-Zearalenone, Resorcyclic acid lactone; Mycotoxin; Lipoxygenase; Allylic alkylation; RESORCYLIC ACID LACTONES; INTRAMOLECULAR ALKYLATION; BIOMIMETIC SYNTHESIS; ZEARALENONE; MACROLIDE; HSP90; (+/-)-ZEARALENONE; (S)-ZEARALENONE; AROMATIZATION; RADICICOL
Year: 2013
DOI identifier: 10.1016/j.bmc.2013.06.024
OAI identifier: oai:pure.rug.nl:publications/2fdb4a77-ff89-49e6-b08d-0639df2ed4fe
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