This article is cited in 2 scientific papers (total in 2 papers)
Communications
[4 + 2]-Cycloaddition of maleic anhydride to substituted cycloheptatrienes for the synthesis of novel 4-oxatetracyclo[5.3.2.02,6.08,10]dodec-11-ene-3,5-diones
Abstract:
The [4+2]-cycloaddition of maleic anhydride to 7-substituted 1,3,5-cycloheptatrienes involves their 7-R-bicyclo[4.1.0]-hepta-2,4-diene tautomers and affords new 4-oxatetra- cyclo[5.3.2.02,6.08,10]dodec-11-ene-3,5-diones in 85–95% yields. The structure of the resulting adducts is proved using advanced 1D and 2D NMR techniques and X-ray diffraction analysis. The cycloaddition proceeds stereo specifically providing meso-(1S*,2S*,6R*,7R*,8R*,9-anti,10S*)-configuration in the products
Keywords:
cycloaddition, 7-substituted 1,3,5-cycloheptatrienes, maleic anhydride, 4-oxatetracyclo[5.3.2.02,6.08,10]dodec-11-ene-35-diones, biologically active compounds.
Citation:
G. N. Kadikova, E. S. Meshcheryakova, L. M. Khalilov, “[4 + 2]-Cycloaddition of maleic anhydride to substituted cycloheptatrienes for the synthesis of novel 4-oxatetracyclo[5.3.2.02,6.08,10]dodec-11-ene-3,5-diones”, Mendeleev Commun., 33:6 (2023), 847–849
Linking options:
https://www.mathnet.ru/eng/mendc545
https://www.mathnet.ru/eng/mendc/v33/i6/p847
This publication is cited in the following 2 articles:
G. N. Kadikova, E. S. Meshcheryakova, L. M. Khalilov, “Diene synthesis of 2-tropylcyclohexanone with N-phenylmaleimide”, Russ Chem Bull, 73:7 (2024), 1931
G. N. Kadikova, E. S. Meshcheryakova, L. M. Khalilov, “New 4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-ene-3,5-diones via the cycloaddition of N-phenylmaleimide and cyclohepta-1,3,5-trienes”, Mendeleev Commun., 34:5 (2024), 701–702
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