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Synlett 1996; 1996(8): 747-748
DOI: 10.1055/s-1996-5524
DOI: 10.1055/s-1996-5524
letter
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Unprecedented Stereochemical Reversal from Alkyl to Aryl Substituents in the Johnson-Claisen Rearrangement of Methyl 3-Hydroxy-2-methylenealkanoates
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Publication History
Publication Date:
31 December 2000 (online)
An unprecedented stereochemical reversal from alkyl to aryl substituents in the Johnson-Claisen rearrangement of methyl 3-hydroxy-2-methylenealkanoates with triethyl orthoacetate with a plausible mechanism has been described.
The Johnson-Claisen rearrangement - the Baylis-Hillman reaction - methyl 3-hydroxy-2-methylenealkanoates - (Z)- and (E)-alk-4-enoates