A PhSeCl-Mediated Allylic Oxidation of Prenyl Moiety: A Convenient Method for the Construction of 3-Isopenten-2-ol Unit

• Oshida Motoko

  Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)

• Nakamura Tomoaki

  Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)

• Nakazaki Atsuo

  Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)

• Kobayashi Susumu

  Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI)

抄録

A phenylselenenyl chloride (PhSeCl)-mediated allylic oxidation to give allylically rearranged alcohol has been developed. A possible mechanism for the present reaction is generation of allylic selenide from prenyl moiety via [1,3]-sigmatropic rearrangement, followed by oxidation and [2,3]-sigmatropic rearrangement to afford 3-isopenten-2-ol.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 56 (3), 404-406, 2008

  公益社団法人 日本薬学会

キーワード

• allylic oxidation
• trisubstituted alkene
• sigmatropic rearrangement
• phenylselenenyl chloride
• prenyl moiety
• 3-isopenten-2-ol

詳細情報

• CRID: 1390282679145632768
• NII論文ID: 110006622652
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.56.404
• ISSN: 13475223
• ISSN: 00092363
• NDL書誌ID: 9394916
• Web Site: http://id.ndl.go.jp/bib/9394916
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I9394916
• Web Site: http://www.jstage.jst.go.jp/article/cpb/56/3/56_3_404/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• 抄録ライセンスフラグ: 使用不可