175672-65-8Relevant academic research and scientific papers
REASSIGNMENT OF CONFIGURATIONS FOR 5-BROMO-2,3-DIOXABICYCLOHEPTANES AND ITS MECHANISTIC IMPLICATIONS
Bloodworth, A. J.,Eggelte, H. J.
, p. 169 - 172 (2007/10/02)
The configuration of the 5-bromo-2,3-dioxabicycloheptane obtained by treating 3,4-dibromocyclopentyl hydroperoxide with AgO2CCF3 and that of the isomer obtained using Ag2O have been reassigned after identifying which 4-bromocyclopentane-1,3-diol is obtained from each upon catalytic hydrogenation.This implies a bromonium ion mechanism for the AgO2CCF3-induced dioxabicyclization in contrast to the SN2-type displacements found for related compounds.
