Synthesis of Aminocyclohexitol via Carbon-Carbon Bond-Forming Radical Cyclization of Oxime Ether.

• Miyabe Hideto

  Kobe Pharmaceutical University

• Nishiki Akiyoshi

  Kobe Pharmaceutical University

• Naito Takeaki

  Kobe Pharmaceutical University

Abstract

The stannyl radical mediated-cyclization of oxime ether, derived from D-glucose, gave the aminocyclohexitol derivative. Stereoselective C–C bond forming cyclization proceeded via favorable conformers minimizing A^1,3-strain between the oxime ether group and α-substituents.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 51 (1), 100-103, 2003

  The Pharmaceutical Society of Japan

Keywords

• radical reaction
• oxime ether
• cyclization

Details

• CRID: 1390282679139158400
• NII Article ID: 110003615166
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.51.100
• COI: 1:CAS:528:DC%2BD3sXjsFCqu7w%3D
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 6393544
• PubMed: 12520139
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I6393544
• Web Site: http://www.jstage.jst.go.jp/article/cpb/51/1/51_1_100/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed