Tetrahedron Letters p. 169 - 172 (1981)
Update date:2022-09-26
Topics:
Bloodworth, A. J.
Eggelte, H. J.
The configuration of the 5-bromo-2,3-dioxabicyclo<2.2.1>heptane 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.
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Doi:10.1021/jm00141a015
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(1996)Doi:10.1016/0040-4039(94)88187-1
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(1993)
