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A double oxidation procedure for the preparation of halogen-substituted para-benzoquinone monoketals: asymmetric synthesis of (-)-harveynone

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JournalTetrahedron Letters
DatePublished - 15 Dec 2010
Issue number50
Volume51
Number of pages3
Pages (from-to)6619-6621
Original languageEnglish

Abstract

The double oxidation of halophenols with hypervalent iodine reagents in methanol provides a simple procedure to prepare halo-1,4-benzoquinone monoketals. Seven examples of this procedure are reported as is the conversion of 3-iodo-4,4-dimethoxycyclohexa-2,5-dienone into the natural product, (-)-harveynone. (C) 2010 Elsevier Ltd. All rights reserved.

    Research areas

  • ANODIC-OXIDATION, ABSOLUTE-CONFIGURATION, EFFICIENT, CYCLOHEXA-2,5-DIENONES, (+)-PANEPOPHENANTHRIN, (-)-TRICHOLOMENYN, (+)-EPIEPOFORMIN, (+)-OTTELIONE-A, ASSIGNMENT, PHENOLS

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