Department of Chemistry

 

Document Type

Article

Date of this Version

10-2010

Comments

Published in Tetrahedron Letters 51:42 (October 20, 2010), pp. 5615–5617; doi: 10.1016/j.tetlet.2010.08.068 Copyright © 2010 Elsevier Ltd. Used by permission.

Abstract

Hypochlorites efficiently dehydrate hydroperoxyacetals to furnish the corresponding esters. The reaction, which can be accomplished with stoichometric Ca(OCl)2 or with catalytic amounts of t-BuOCl, appears to involve formation and heterolytic fragmentation of secondary chloroperoxides, species not previously described in solution chemistry.

Includes Supporting Information (52 pp).

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