An alkene can be converted into two enantiomerically pure diastereomeric selenoethers through a regio- and stereospecific anti addition reaction mediated by N-(phenylseleno)phthalimide in the presence of an enantiomerically pure 1,2-diol. This alkoxyselenylation reaction can be employed as the key step to allow the synthesis of several isomeric tetrasubstituted 1,4-dioxanes in enantiomerically pure form.
Synthesis of enantiomerically pure 1,4-dioxanes from alkenes promoted by organoselenium reagents
TIECCO, Marcello;TESTAFERRI, Lorenzo;MARINI, Francesca;STERNATIVO, Silvia;SANTI, Claudio;BAGNOLI, Luana;TEMPERINI, Andrea
2003
Abstract
An alkene can be converted into two enantiomerically pure diastereomeric selenoethers through a regio- and stereospecific anti addition reaction mediated by N-(phenylseleno)phthalimide in the presence of an enantiomerically pure 1,2-diol. This alkoxyselenylation reaction can be employed as the key step to allow the synthesis of several isomeric tetrasubstituted 1,4-dioxanes in enantiomerically pure form.File in questo prodotto:
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