Article ID Journal Published Year Pages File Type
10579899 Tetrahedron: Asymmetry 2007 6 Pages PDF
Abstract
Enantioselective syntheses of two mesityl (2,4,6-trimethylphenyl) amino acids are described. Starting from ethyl 3-mesityl-2-propenoate both enantiomeric dihydroxy esters 5 were prepared in excellent yield and enantiomeric purity (>99% ee) by Sharpless dihydroxylation. Each diol was converted into ethyl 3-azido-2-hydroxy-3-mesitylpropanoate 3 which is the common intermediate. Compound (2S,3S)-3 was transformed into Fmoc-d-mesitylglycine d-1 and Fmoc-l-mesitylalanine l-2 through two four-step-sequences.
Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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