Publication: Synthesis of Three-, Five-, and Six-Membered Heterocycles Derived from New β-Amino-α-trifluoromethyl Alcohols
Synthesis of Three-, Five-, and Six-Membered Heterocycles Derived from New β-Amino-α-trifluoromethyl Alcohols
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Heimgartner, H., Linden, A., Mlostoń, G., & Obijalska, E. (2010). Synthesis of Three-, Five-, and Six-Membered Heterocycles Derived from New β-Amino-α-trifluoromethyl Alcohols. Helvetica Chimica Acta, 93(9), 1725–1736. https://doi.org/10.1002/hlca.201000232
Abstract
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Abstract
Nucleophilic trifluoromethylation of α-iminoketones 2, derived from arylglyoxal, with Ruppert-Prakash reagent (CF3SiMe3) offers a convenient access to the corresponding O-silylated β-imino-α-trifluoromethyl alcohols. In a ‘one-pot’ procedure, by treatment with NaBH4, these products smoothly undergo reduction and desilylation yielding the expected β-amino-α-trifluoromethyl alcohols 4. The latter were used as convenient starting materials for the synthesis of diverse trifluoromethylated heterocycles, including aziridines 5, 1,3-oxazolid
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Heimgartner, H., Linden, A., Mlostoń, G., & Obijalska, E. (2010). Synthesis of Three-, Five-, and Six-Membered Heterocycles Derived from New β-Amino-α-trifluoromethyl Alcohols. Helvetica Chimica Acta, 93(9), 1725–1736. https://doi.org/10.1002/hlca.201000232