Published in
Elsevier, Tetrahedron, 10(57), p. 1935-1938
DOI: 10.1016/s0040-4020(01)00017-5
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Synthesis of a symmetric tetrakis-epoxide from a 3,4- d -mannitol bridged o , o -cyclophane
Journal article published in 2001 by
Stéphanie Ballereau,
Isabelle McCort 
,
Annie Duréault,
Jean-Claude Depezay
,
Annie Duréault,
Jean-Claude Depezay
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Abstract
The coupling reaction of 1,2:5,6-di-O-isopropylidene-d-mannitol with α,α′-dibromoxylene has been reinvestigated. We found reaction conditions leading to the 3,4-d-mannitol bridged o,o-cyclophane 3, free of the 3,4-O-o-xylylene protected mannitol 2. Compound 3 could be converted in 57% yield into tetrakis-epoxide 4.