A novel and facile synthesis of functionalized [4.4.3] and [4.4.4]propellano-bislactones using acetates of the Baylis-Hillman adducts.
[reaction--see text] A simple and convenient synthesis of 11,16-di[(E)-arylidene]-13,14-dioxatetracyclo-[7.4.4.0.(1,9)0(2,7)]heptadeca-2,4,6-triene-12,15-diones and 12,17-di[(E)-benzylidene]-14,15-dioxatetracyclo[8.4.4.0.(1,10)0(2,7)]octadeca-2,4,6-triene-13,16-dione, i.e., 2,10-dioxa[4.4.3]propellane-3,9-diones and 2,10-dioxa[4.4.4]propellane-3,9-dione, using acetates of the Baylis-Hillman adducts has been described.
Basavaiah
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School of Chemistry, University of Hyderabad, Hyderabad 500 046, India. dbsc@uohyd.ernet.in
Satyanarayana
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T
D000085:Acetates / Q000737:chemistry; D018360:Crystallography, X-Ray; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007783:Lactones / Q000138:chemical synthesis*; D008958:Models, Molecular; D008968:Molecular Conformation
D000085:Acetates; D006576:Heterocyclic Compounds, 4 or More Rings; D007202:Indicators and Reagents; D007783:Lactones