Journal of the Chinese Chemical Society · 1996 · 15 citations · 9 references
Natural SciencesChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsRetrosynthetic Analysis
Abstract 3,5,7‐Trioxapentacyclo[7.2.1.0 2,8 .0 4,11 .0 6,10 ]dodecane, the parent compound of novel diacetal trioxa‐cages, was synthesized from maleic anhydride cyclopentadiene adduct 1 by a four‐step sequence. Attempts for the synthesis of monoaza dioxa‐cage 12 failed. Ozonolysis of compound 9 in CH 2 Cl 2 ‐EtOH(1:1) at −78°C followed by reduction with Me 2 S gave 13 in 65% yield.
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