Strecker-Type Reaction of Nitrones Using Cyanohydrin

• Sakai Takahiro

  Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University

• Soeta Takahiro

  Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University

• Inomata Katsuhiko

  Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University

• Ukaji Yutaka

  Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University

Abstract

Strecker-type reaction of nitrones using acetone cyanohydrin as a cyanide source was developed. By treating nitrones with acetone cyanohydrin in the presence of n-BuMgCl, transcyanation from the cyanohydrin to the nitrones smoothly proceeded in THF at 35 °C. The amount of n-BuMgCl could be reduced to 0.2 equiv to give the corresponding α-cyanohydroxylamines in up to 98% yields.

Journal

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 85 (2), 231-235, 2012

  The Chemical Society of Japan

Keywords

• General Chemistry

Details

• CRID: 1390282679119533440
• NII Article ID: 130004153032
• NII Article ID: 10030218628
• NII Book ID: AA00580132
• DOI: 10.1246/bcsj.20110270
• ISSN: 13480634
• ISSN: 00092673
• NDL BIB ID: 023417392
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I023417392
• Web Site: https://academic.oup.com/bcsj/article-pdf/85/2/231/56273815/bcsj.20110270.pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed