Development of Useful Reactions Based on the Novel Reactivities of Allenic Compounds and Their Application to Tandem Cyclizations

• OHNO Hiroaki

  Graduate School of Pharmaceutical Sciences, Osaka University

Bibliographic Information

Other Title

• アレン系化合物の新しい反応性に基づく有用反応の開発と連続環化反応への展開
• アレンケイ カゴウブツ ノ アタラシイ ハンノウセイ ニ モトヅク ユウヨウ ハンノウ ノ カイハツ ト レンゾクカンカ ハンノウ エ ノ テンカイ

Abstract

  This review highlights a recent study on allenic compounds by the author's group. In the first section, the organocopper-mediated ring-opening reaction of ethynylaziridines and palladium-catalyzed reductive synthesis of allenes are described. In the second section, palladium-catalyzed stereoselective cyclization of allenes, including the tandem reaction, leading to aziridines, pyrrolidines, benzoisoindoles, and cyclopropanes is presented. The final section reviews aziridination and medium-ring formation due to the intramolecular reaction of bromoallenes. The latter reaction is based on the author's recent discovery that bromoallenes can act as allylic dication equivalents in the presence of a palladium catalyst and alcohol.<br>

Journal

• YAKUGAKU ZASSHI

  YAKUGAKU ZASSHI 125 (12), 899-925, 2005-12-01

  The Pharmaceutical Society of Japan

Keywords

• allene
• palladium
• heterocycles
• aziridines
• medium-sized ring
• tandem reaction

Details

• CRID: 1390001206126965376
• NII Article ID: 110004042077
• NII Book ID: AN00284903
• DOI: 10.1248/yakushi.125.899
• ISSN: 13475231
• ISSN: 00316903
• NDL BIB ID: 7751461
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7751461
• Web Site: https://www.jstage.jst.go.jp/article/yakushi/125/12/125_12_899/_pdf
• Text Lang: ja
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed