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Synthesis of β-Fluoroalkyl-β,β-dimethoxy Ketones and β-Fluoroalkyl-β-methoxy-α,β-enones

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Abstract

α-Bromo-β-fluoroalkyl-α,β-enones react with sodium methoxide in methanol to give the corresponding β-fluoroalkyl-β,β-dimethoxy ketones which eliminate methanol molecule to produce a mixture of E/Z-isomeric β-fluoroalkyl-β-methoxyvinyl ketones, the Z isomer prevailing.

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Dedicated to Full Member of the Russian Academy of Sciences N.S. Zefirov on His 70th Anniversary

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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 10, 2005, pp. 1480–1482.

Original Russian Text Copyright © 2005 by Pavlov, Chizhov, Charushin.

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Pavlov, A.M., Chizhov, D.L. & Charushin, V.N. Synthesis of β-Fluoroalkyl-β,β-dimethoxy Ketones and β-Fluoroalkyl-β-methoxy-α,β-enones. Russ J Org Chem 41, 1449–1451 (2005). https://doi.org/10.1007/s11178-005-0364-y

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  • DOI: https://doi.org/10.1007/s11178-005-0364-y

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