The Decomposition of cis-Fused Cyclopenteno-1,2,4-trioxanes Induced by Ferrous Salts and Some Oxophilic Reagents

Article abstract of DOI:10.1002/hlca.19950780216

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 occured resulting in the formation of a dimer 9 of the respective 3,5-diaryl-5-hydroxycyclopent-2-enyl 5-hydroxypentanoates 8 (Scheme 3).