Palladium-catalyzed cross-coupling of unactivated alkylzinc reagents with 2-bromo-3,3,3-trifluoropropene and its application in the synthesis of fluorinated amino acids.
CHEMICAL COMMUNICATIONS(2019)
Abstract
A palladium-catalyzed cross-coupling of unactivated alkylzinc reagents with 2-bromo-3,3,3-trifluoropropene (BTP) has been developed, which was used as a key step to prepare a series of trifluoromethylated and difluoromethylated amino acids that are of great interest in peptide/protein based chemical biology. The advantages of the synthesis of these fluorinated amino acids are synthetic simplicity and diversity from a simple and readily available key intermediate alpha-trifluoromethylalkene-containing amino acid, providing a facile route for applications in medicinal chemistry and life science.
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Key words
unactivated alkylzinc reagents,amino acids,synthesis,palladium-catalyzed,cross-coupling
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