A strategy for the synthesis of diverse protected α-monofluoro-γ-amino acid derivatives has been developed. This reaction conveniently and efficiently provides monofluoroamino acid ethyl ester-quinoxaline-2(1H)-one derivatives under mild conditio...
Artikel
Palladium‐Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of N‐Substituted Glycine Ethyl Esters with α‐(Trifluoromethyl)alkenyl Acetates
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An efficient enantioselective palladium-catalyzed trifluoromethylated allylic alkylation of N-substituted glycine ethyl esters using α-(trifluoromethyl)alkenyl acetates as trifluoromethyl-containing allyl precursors is established. A series of optically active glycine ethyl ester derivatives containing a trifluoromethylated allyl substituent are readily synthesized in good yields with superior enantioselectivities.
Abstract
An efficient strategy for asymmetric trifluoromethylated allylic alkylation of easily available N-substituted glycine ethyl esters with α-(trifluoromethyl)alkenyl acetates has been developed. Catalyzed by a [Pd(C3H5)Cl]2/(R)-BINAP, various trifluoromethyl-containing N-substituted glycine ethyl ester derivatives are afforded with good yields and excellent enantioselectivities. The product can be readily converted into diverse fluoro-substituted species, which shows the practicability of this method.
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