Electrophilic Epoxidation of α,β-Unsaturated Oximes with Dioxiranes and Ring Opening of the Epoxides : Highlighted Paper selected by Editor-in-Chief

• Furugoori Miyu

  Showa Pharmaceutical University

• Yoshida Kiwamu

  Showa Pharmaceutical University

• Hashimoto Yoshimitsu

  Showa Pharmaceutical University

• Morita Nobuyoshi

  Showa Pharmaceutical University

• Tanaka, III Kosaku

  Showa Pharmaceutical University

• Tamura Osamu

  Showa Pharmaceutical University

書誌事項

タイトル別名

• Electrophilic Epoxidation of α,β-Unsaturated Oximes with Dioxiranes and Ring Opening of the Epoxides

抄録

α,β-Unsaturated oximes underwent electrophilic epoxidation with in-situ-generated dimethyldioxirane to give the corresponding epoxides in good yields. This reaction is an example of “carbonyl umpolung” by transformation of α,β-unsaturated ketones to their oximes. Nucleophilic ring-opening reactions of the epoxides afforded α-substituted products. Shi asymmetric epoxidation of the oximes proceeded with moderate enantioselectivity.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 69 (10), 1010-1016, 2021-10-01

  公益社団法人 日本薬学会

キーワード

• α,β-unsaturated oxime
• umpolung
• dimethyldioxirane
• epoxidation
• Shi asymmetric epoxidation

詳細情報

• CRID: 1390852514694415488
• NII論文ID: 130008095517
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.c21-00533
• ISSN: 13475223
• ISSN: 00092363
• NDL書誌ID: 031714058
• PubMed: 34305073
• Web Site: http://id.ndl.go.jp/bib/031714058
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I031714058
• Web Site: https://www.jstage.jst.go.jp/article/cpb/69/10/69_c21-00533/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• 抄録ライセンスフラグ: 使用不可