A series of acrylate esters was prepared by treatment of representative terpenoid aldehydes with allyl or vinyl magnesium bromide followed by reaction with acryloyl chloride. In all cases, ring-closing metathesis (RCM) resulted in regioselective formation of unsaturated lactones through metathesis of the acrylate and terminal olefins. After condensation of farnesal with a primary amine, a parallel series of reactions led to Formation of the corresponding lactam. (C) 2001 Elsevier Science Ltd. All rights reserved.
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