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Fragmentation of chloroperoxides: hypochlorite-mediated dehydration of hydroperoxyacetals to esters.


ABSTRACT: Hypochlorites efficently 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.

SUBMITTER: Fisher TJ 

PROVIDER: S-EPMC2942783 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

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Fragmentation of chloroperoxides: hypochlorite-mediated dehydration of hydroperoxyacetals to esters.

Fisher Thomas J TJ   Dussault Patrick H PH  

Tetrahedron letters 20101001 42


Hypochlorites efficently 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. ...[more]

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