241. “The Decomposition of cis-Fused Cyclopenteno-1,2,4-Trioxanes induced by Ferrous Salts and some oxophilic reagents”
     Jefford, C.W.; Favarger, F.; Vicente, M.D.G.H.; Jacquier, Y.
     Helv. Chim. Acta 1995, 78, 452-458.

Two cis-fused cyclopenteno-1,2,4-trioxanes, 1a and 1b, were subjected to Zn in AcOH or FeCl₂ · 4H₂O in MeCN. In the first case, the main course was deoxygenation to give cyclopentanone (18) and the 1,4-diphenyl- or 1,4-bis(4-fluorophenyl)cyclopent-3-ene-1,2-diol 10 (Scheme 5). In the second case, isomerization chiefly occurred resulting in the formation of a dimer 9 of the respective 3,5-diaryl-5-hydroxycyclopent-2-enyl 5-hydroxypentanoates 8 (Scheme 3).

DOI : 10.1002/hlca.19950780216 

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