One-Pot Synthesis of Tetrahydrofuran Derivatives from Allylic Alcohols and Vinyl Ethers by Means of Palladium(II) Acetate

• Keigo Fugami

  Department of Industrial Chemistry, Faculty of Engineering, Kyoto University

• Koichiro Oshima

  Department of Industrial Chemistry, Faculty of Engineering, Kyoto University

• Kiitiro Utimoto

  Department of Industrial Chemistry, Faculty of Engineering, Kyoto University

抄録

Reaction of allylic alcohol with vinyl ether in the presence of Pd(OAc)2 afforded furan derivatives in good yield. Pd(OAc)2 was essential for the reaction. PdCl2 complex did not afford cyclized product but gave acetal exclusively. Three components were combined at once to produce 4-(3-butenyl)-2-butoxy-4-methyltetrahydrofuran upon treatment of a mixture of 2-methyl-2-propen-1-ol, butyl vinyl ether, and allyl bromide. The reaction could successfully be extended to the synthesis of nitrogen containing heterocycles by use of N-tosyl allylic amines in place of allylic alcohols.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 62 (6), 2050-2054, 1989-06-01

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360002219103168000
• NII論文ID: 130001980431
• DOI: 10.1246/bcsj.62.2050
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/62/6/2050/55729564/bcsj.62.2050.pdf
• データソース種別:
  • Crossref
  • CiNii Articles