Tetrahedron Letters

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

DR Hookins, RJK Taylor

Index: Hookins, Daniel R.; Taylor, Richard J.K. Tetrahedron Letters, 2010 , vol. 51, # 50 p. 6619 - 6621

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Citation Number: 14

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.

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