- The Decomposition of cis-Fused Cyclopenteno-1,2,4-trioxanes Induced by Ferrous Salts and Some Oxophilic Reagents
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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).
- Jefford, Charles W.,Favarger, France,Vicente, Maria da Graca H.,Jacquier, Yvan
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- 1,2,4-TRIOXANES AS MASKED, DUAL PURPOSE, FUNCTIONAL GROUPS
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1,2,4-Trioxanes readily undergo reductive cleavage upon treatment with zinc and acetic acid to furnish the corresponding 1,2-diols and C3-derived carbonyl compounds in high yield.
- Jefford, Charles W.,Rossier, Jean-Claude,Boukouvalas, John
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p. 673 - 676
(2007/10/02)
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