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- W2040236009 abstract "Abstract The base-catalyzed cis-trans isomerization of cis and trans-alkyl 2-phenylcyclopropylcarboxylates was studied in several aprotic solvents. It was found that contact ion-pain of the derived carbanion lithium salts were configurationally more stable than the solvent-separated ones. Reaction of either the cis or the trans esters with MeI, and the reaction of the cis ester with Ph2C = O, resulted in the corresponding I-substituted derivatives having cis geometry only. This was explained as due to steric hindrance to elctrophilic attack exerted by the 2-phenyl group in the case of the trans substrate. The trans esters did not react with Ph2C=O. Inhibition of the trans-to-cis isomerization of the carbanion salt of the trans substrate in presence of Ph2C=O could lead to this result." @default.
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- W2040236009 date "1984-01-01" @default.
- W2040236009 modified "2023-09-28" @default.
- W2040236009 title "Cyclopropyl carbanions derived from esters of 2-phenylcyclopropylcarboxylic acids: Configurational stability and reaction with electrophiles" @default.
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- W2040236009 doi "https://doi.org/10.1016/s0040-4020(01)91267-0" @default.
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