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. 2013 Nov 1;15(21):5562-5.
doi: 10.1021/ol402756e. Epub 2013 Oct 18.

Sequential deoxyfluorination approach for the synthesis of protected α,β,γ-trifluoro-δ-amino acids

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Sequential deoxyfluorination approach for the synthesis of protected α,β,γ-trifluoro-δ-amino acids

Raju Cheerlavancha et al. Org Lett. .

Abstract

Backbone-homologated amino acids have been synthesized, containing three vicinal fluorine atoms placed stereospecifically along the carbon chain. Different trifluoro stereoisomers are found to have contrasting conformations, consistent with known stereoelectronic effects associated with C-F bonds.

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