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Matches in SemOpenAlex for { <https://semopenalex.org/work/W2026708538> ?p ?o ?g. }

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• W2026708538 abstract "Methyl 2-chlorocyclopropylidenacetate (2-Cl) smoothly [2+4]cycloadds to cyclopentadiene and 2,3-dimethylbutadiene at room temperature. With the donorsubstituted cyclohexadienes 6, 9 at elevated temperatures (60, 120°C respectively) 2-C1 reacts without any observable regioselectivity. In contrast, 2-Cl, when treated with lithium cyclohexadienolates 13 undergoes completely regioselective iterative Michael additions with subsequent intramolecular γ-elimination to give tricyclic γ-ketoesters 16 in good to excellent yields. The products 16 can readily be transformed to multifunctional bicyclo[2.2.2]octane as well as bicyclo [3.2.1]octane derivatives 17. A rationalization of the unprecedented reactivity of 2-Cl on the basis of its available structural features (IP(π), 1JC,C, CC bond length) is offered." @default.
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• W2026708538 date "1987-01-01" @default.
• W2026708538 modified "2023-10-15" @default.
• W2026708538 title "Facile construction of terpenoid frameworks by cycloadditions with methyl 2-chlorocyclopropylidenacetate" @default.
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• W2026708538 doi "https://doi.org/10.1016/s0040-4020(01)90289-3" @default.
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