Diastereoselective alkylation of 8-phenylmenthyl 2- methylacetoacetate. Preparation of enantiomerically pure 4,4-disubstituted 2-pyrazolin-5-ones

Marcial Moreno-Mañas, Rosa M. Sebastián, Adelina Vallribera, Elies Molins, Enrique Espinosa

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7 Citations (Scopus)

Abstract

Alkylation of (1R,3R,4S)-8-phenylmenthyl 2-methylacetoacetate with alkyl halides affords 2-alkyl-2-methylacetoacetates in diastereomeric ratios 72:28 to 85:15. The major R (at C-α) diastereoisomers are converted into enantiopure 4,4-disubstituted 2-pyrazolin-5-ones with recovery of the chiral inductor.
Original languageEnglish
Pages (from-to)1525-1527
JournalTetrahedron Asymmetry
Volume8
Issue number10
DOIs
Publication statusPublished - 22 May 1997

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