Use of diphenyliodonium bromide in the synthesis of some N-phenyl α-amino acids

JD McKerrow, JMA Al-Rawi…

Index: McKerrow, Jason D.; Al-Rawi, Jasim M. A.; Brooks, Peter Synthetic Communications, 2010 , vol. 40, # 8 p. 1161 - 1179

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Citation Number: 17

Abstract

The N-phenyl methyl esters 4 of glycine, alanine, valine, leucine, isoleucine, phenylalanine, methionine, proline, serine, threonine, tyrosine, aspartic acid, and glutamic acid have been synthesized in good to excellent yields using diphenyliodonium bromide, AgNO3, and a catalytic amount of CuBr starting from the relevant amino acid ester. The chiral integrity of the amino acids 5 was maintained during these reactions, which were confirmed by the ...