Nucleophilic 5-endo-trig Cyclization of 3,3-Difluoroallylic Ketone Enolates: Synthesis of 5-Fluorinated 2-Alkylidene-2,3-dihydrofurans

• 藤田, 健志

• 市川, 淳士

• Fujita, Takeshi

• Sakoda, Kotaro

• Ikeda, Masahiro

• Hattori, Masahiro

• Junji, Ichikawa

Abstract

3,3-Difluoroallylic ketones readily undergo nucleophilic 5-endo-trig cyclization through their metal enolates to afford 5-fluor­inated 2-alkylidene-2,3-dihydrofurans. O-Cyclization exclusively occurred via intramolecular substitution of the vinylic fluorines.

Journal

• Synlett

  Synlett 24 (1), 57-60, 2013-01

  Georg Thieme Verlag

Keywords

• Organic Chemistry

Details

• CRID: 1050282677616052352
• NII Article ID: 120007130513
• NII Book ID: AA10731110
• ISSN: 09365214
• ISSN: 14372096
• DOI: 10.1055/s-0032-1317709
• HANDLE: 2241/121327
• Web Site: https://tsukuba.repo.nii.ac.jp/records/29557
• Web Site: http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0032-1317709.pdf
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN