THE DECOMPOSITION OF CIS-FUSED CYCLOPENTENO-1,2,4-TRIOXANES INDUCED BY FERROUS SALTS AND SOME OXOPHILIC REAGENTS

Authors
JEFFORD CW FAVARGER F VICENTE MDGH JACQUIER Y
Citation
Cw. Jefford et al., THE DECOMPOSITION OF CIS-FUSED CYCLOPENTENO-1,2,4-TRIOXANES INDUCED BY FERROUS SALTS AND SOME OXOPHILIC REAGENTS, Helvetica Chimica Acta, 78(2), 1995, pp. 452-458
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Helvetica Chimica Acta → ACNP
ISSN journal
0018019X
Volume
78
Issue
2
Year of publication
1995
Pages
452 - 458
Database
ISI
SICI code
0018-019X(1995)78:2<452:TDOCCI>2.0.ZU;2-E
Abstract
Two cis-fused cyclopenteno-1,2,4-trioxanes, 1a and 1b, were subjected to Zn in AcOH or FeCl2 4H(2)O in MeCN. In the first case, the main cou rse 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 form ation of a dimer 9 of the respective 3,5-diaryl-5-hydroxycyclopent-2-e nyl 5-hydroxypentanoates 8 (Scheme 3).