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- W1978625353 abstract "The reactions of Boc-β-amido- and β-amino acrylates, in which the CC possesses both nucleophilic and electrophilic sites, were investigated under acidic conditions. The trifluoroacetic-acid induced cyclization of the β-amido acrylates to the corresponding oxazolidin-2-ones involves a rarely seen nucleophilic attack of the carbamate carbonyl group. The cyclotrimerization of β-amino acrylates to N-substituted 1,4-dihydropyridines was observed in the presence of a Lewis acid. High yields of 1,4-dihydropyridines (70–83%) were readily obtained by using substoichiometric amount TiCl4 under mild condition. The cyclotrimerization is presumably occurring via a Hantzsch related mechanism involving three addition/elimination reactions of the amphiphilically reactive CC." @default.
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- W1978625353 date "2010-07-01" @default.
- W1978625353 modified "2023-10-17" @default.
- W1978625353 title "Novel synthetic route to 1,4-dihydropyridines from β-amino acrylates by using titanium(IV) chloride under facile conditions" @default.
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- W1978625353 doi "https://doi.org/10.1016/j.tet.2010.04.102" @default.
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