Journal
ORGANIC LETTERS
Volume 8, Issue 25, Pages 5849-5852Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol062434q
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[GRAPHICS] A convergent synthetic methodology has been developed to access both (2S)- and (2R)-3-fluoroalanine and their corresponding N-methyl analogues, in optically pure form, through a common oxazolidinone intermediate that can be obtained from L- or D-serine. In addition, a procedure for incorporation of these unnatural amino acids in peptide scaffolds is also disclosed herein that minimizes the occurrence of,- elimination during amide bond formation.
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