A novel self-coupling reaction in alcohol or hexane-water of cycloalkanone
(cycloheptanone, cyclooctanone, and cyclododecanone) with irradiation under
a high-pressure mercury lamp yielded the corresponding pinacol-type compou
nd in good yields. In the case of cyclohexanone, 2-methyl-, 2-phenyl-, 4-me
thylcyclohexanone, 5 alpha- and 5 beta-cholestan-3-one, the pinacol derivat
ives were not obtained and the dimethyl acetals were given. (C) 1999 Elsevi
er Science Ltd. All rights reserved.