TY - JOUR
T1 - Synthesis and x-ray analysis of 2,3,5,6,11-pentaoxabicyclo[5.3.1]-undecanes
AU - Miura, Masahiro
AU - Ikegami, Akio
AU - Nojima, Masatomo
AU - Kusabayashi, Shigekazu
AU - McCullough, Kevin J.
AU - Walkinshaw, Malcolm D.
PY - 1983
Y1 - 1983
N2 - The reactions of bicyclic ozonides and aldehyde- or ketone-derived peroxides, preformed or generated in situ, in the presence of chlorosulphonic acid afford the corresponding 2,3,5,6,11 -pentaoxabicyclo-[5.3.1] undecanes. In addition, 1,2,4,5-tetraoxans are often isolated from the product mixture. Mechanisms are proposed to account for the observed peroxidic products. An X-ray analysis of the crystalline product (4b) confirms the general structure and reveals that it is solely the exo-isomer.
AB - The reactions of bicyclic ozonides and aldehyde- or ketone-derived peroxides, preformed or generated in situ, in the presence of chlorosulphonic acid afford the corresponding 2,3,5,6,11 -pentaoxabicyclo-[5.3.1] undecanes. In addition, 1,2,4,5-tetraoxans are often isolated from the product mixture. Mechanisms are proposed to account for the observed peroxidic products. An X-ray analysis of the crystalline product (4b) confirms the general structure and reveals that it is solely the exo-isomer.
UR - http://www.scopus.com/inward/record.url?scp=37049113049&partnerID=8YFLogxK
M3 - Article
SN - 1472-7781
SP - 1657
EP - 1664
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -