180624-70-8Relevant academic research and scientific papers
Preparation of oxepanes, oxepenes, and oxocanes by iodoetherification using Bis(sym-collidine)iodine(I) hexafluorophosphate as electrophile
Brunel, Yves,Rousseau, Gérard
, p. 5793 - 5800 (2007/10/03)
Oxepanes have been obtained in good yields (40-95%) by iodoetherification of unsaturated alcohols using bis(sym-collidine)iodine(I) hexafluorophosphate (1) as electrophile, either by 7-exo-mode or 7-endo-mode cyclizations. 4-Oxepenes could also be formed from 4,6-heptadien-1-ols; the presence of a substituent on the carbon 6 appeared necessary, while for steric reasons the presence of a substituent on the carbon 7 was unfavorable. Oxocanes could be obtained in moderate yields (18-27%).
