Cyclopropanation of methyl (2<Emphasis Type="Italic">E</Emphasis>)-3-[(1<Emphasis Type="Italic">R</Emphasis>,6<Emphasis Type="Italic">S</Emphasis>)-7,7-dimethyl-2-oxo-3-oxabicyclo[4.1.0]hept-4-en-4-yl]prop-2-enoate with dichlorocarbene and diazomethane |
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| Authors: | V G Kasradze O S Kukovinets E V Salimova I I Gilyazetdinova M D Khanova A N Lobov F Z Galin |
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| Institution: | (1) Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Bashkortostan, Russia |
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| Abstract: | Cyclopropanation of methyl (2E)-3-(1R,6S)-7,7-dimethyl-2-oxo-3-oxabicyclo4.1.0]hept-4-en-4-yl]prop-2-enoate with dichlorocarbene occurred at the endocyclic double bond, while its reaction with diazomethane in the presence of Pd(acac)2 involved the exocyclic double bond. The resulting lactones reacted with sodium methoxide in methanol via opening of one cyclopropane fragment. |
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