Communication to the Editor : Asymmetric Fluorination of Cyclic Tetrasubstituted Alkenes with a Pendant Amide Groups under Dianionic Phase-Transfer Catalysis

• Niwa Tomoki

  School of Pharmaceutical Sciences, University of Shizuoka

• Ujiie Kiyoshi

  School of Pharmaceutical Sciences, University of Shizuoka

• Sato Hitomi

  School of Pharmaceutical Sciences, University of Shizuoka

• Egami Hiromichi

  School of Pharmaceutical Sciences, University of Shizuoka

• Hamashima Yoshitaka

  School of Pharmaceutical Sciences, University of Shizuoka

書誌事項

タイトル別名

• Asymmetric Fluorination of Cyclic Tetrasubstituted Alkenes with a Pendant Amide Groups under Dianionic Phase-Transfer Catalysis

抄録

Asymmetric fluorination of cyclic tetrasubstituted alkenes with a pendant amide group was investigated under dianionic phase-transfer catalysis. Fluorination proceeded with high face selectivity, affording the corresponding allylic fluorides with a chiral tetrasubstituted carbon center with up to 97% enantiomeric excess (ee). It should be noted that deprotonative fluorination occurred mainly in preference to intramolecular nucleophilic attack of the amide group.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 66 (10), 920-922, 2018-10-01

  公益社団法人 日本薬学会

キーワード

• fluorination
• asymmetric catalysis
• phase-transfer catalyst
• allylic fluoride
• chiral tetrasubstituted carbon center

詳細情報

• CRID: 1390282763050276352
• NII論文ID: 130007491878
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.c18-00551
• ISSN: 13475223
• ISSN: 00092363
• NDL書誌ID: 029237942
• PubMed: 30270238
• Web Site: http://id.ndl.go.jp/bib/029237942
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I029237942
• Web Site: https://www.jstage.jst.go.jp/article/cpb/66/10/66_c18-00551/_pdf
• 本文言語コード: en
• データソース種別:
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  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
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