Asymmetric Base-Catalyzed Diels-Alder Reaction of 3-Hydroxy-2-Pyrone with <i>N</i>-Methylmaleimide

• Hiroaki Okamura

  Department of Chemistry, Faculty of Science, Kagoshima University

• Yasuko Nakamura

  Department of Chemistry, Faculty of Science, Kagoshima University

• Tetsuo Iwagawa

  Department of Chemistry, Faculty of Science, Kagoshima University

• Munehiro Nakatani

  Department of Chemistry, Faculty of Science, Kagoshima University

Abstract

An asymmetric base-catalyzed Diels-Alder reaction of 3-hydroxy-2-pyrone with N-methylmaleimide was achieved by using cinchona alkaloids as asymmetric catalysts. The reaction catalyzed by cinchonidine afforded endo-adduct in 77% ee, and opposite enantiomer of 71% ee was obtained with cinchonine.

Journal

• Chemistry Letters

  Chemistry Letters 25 (3), 193-194, 1996-03-01

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360283694085876224
• NII Article ID: 10003738987
• NII Book ID: AA00603318
• DOI: 10.1246/cl.1996.193
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/25/3/193/56070306/cl.1996.193.pdf
• Data Source:
  • Crossref
  • CiNii Articles