Stereoselective syntheses of alpha-amino acids are described. The alpha-carbon of the amino acid is incorporated into a five- or six-membered ring which is a conjugated diene with one exocyclic double bond. Enynes were intermediates for the metathesis cyclization reaction effected by ruthenium(II)-catalysis. The enyne substrates were available in stereochemically pure form by stepwise alkylations of the chiral auxiliary (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine with bromo-alkenes and -alkynes. (C) 1997 Elsevier Science Ltd.
机构:Contribution No. 9094, Arnold Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry Chemical Engineering, California Institute of Technology, Pasadena, California
GRUBBS, RH
MILLER, SJ
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机构:Contribution No. 9094, Arnold Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry Chemical Engineering, California Institute of Technology, Pasadena, California
MILLER, SJ
FU, GC
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机构:Contribution No. 9094, Arnold Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry Chemical Engineering, California Institute of Technology, Pasadena, California
机构:Contribution No. 9094, Arnold Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry Chemical Engineering, California Institute of Technology, Pasadena, California
GRUBBS, RH
MILLER, SJ
论文数: 0引用数: 0
h-index: 0
机构:Contribution No. 9094, Arnold Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry Chemical Engineering, California Institute of Technology, Pasadena, California
MILLER, SJ
FU, GC
论文数: 0引用数: 0
h-index: 0
机构:Contribution No. 9094, Arnold Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry Chemical Engineering, California Institute of Technology, Pasadena, California