Conclusions
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1.
We have synthesized a series of cis- and trans-1,1-phthaloyl-2-phenyl-3-(p-alkyl-benzoyl)cyclopropanes and established their configurations.
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2.
We have suggested a method for preparing trans-1,1-phthaloyl-2-phenyl-3-(p-alkyl-benzoyl)cyclopropanes by acid isomerization of the cis isomers in CF3COOH.
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3.
The ionic hydrogenation of cis-1,1-phthaloyl-2-phenyl-3-(p-alkylbenzoyl)cyclopropanes involves reduction of benzoyl to benzyl and opening of the three-membered ring to form 1,1-phthaloyl-2-phenyl-3-(p-alkylbenzyl)-2-propenes, whereas in the ionic hydrogenation of the trans isomer benzoyl is again reduced to benzyl but the three-membered ring is preserved, forming 1,1-phthaloyl-2-phenyl-3-(p-alkylbenzyl)cyclopropanes.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2343–2347, October, 1978.
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Belykh, S.I., Kudryavtseva, G.A., Loim, N.M. et al. Synthesis and ionic hydrogenation of 1,1-phthaloyl-2-phenyl-3-(p-Alkylbenzoyl)cyclopropanes. Russ Chem Bull 27, 2076–2080 (1978). https://doi.org/10.1007/BF00946531
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DOI: https://doi.org/10.1007/BF00946531