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Synlett 1995; 1995(SI): 563-564
DOI: 10.1055/s-1995-5292
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Efficient Enantioselective Synthesis of (2S,3R) Methyl β-Hydroxytyrosinate from Achiral Starting Materials

Michael E. Jung* , Young H. Jung
  • *Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, USA
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Publication Date:
31 December 2000 (online)

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Kinetic resolution-epoxidation of the allylic alcohol 4 followed by internal opening of the epoxy N-benzoyl carbamate derived from the epoxide 5 led, after several functional group transformations, to the desired β-hydroxy tyrosine derivative 1b and the useful selectively protected derivatives 12-15.

kinetic resolution-epoxidation - allylic alcohol - N-benzyl carbamate - β-hydroxy tyrosine derivative