Highly Chemoselective gem-Difluoropropargylation of Aliphatic Alcohols

Toshitaka Okamura, Syusuke Egoshi, Kosuke Dodo, Mikiko Sodeoka, Yoshiharu Iwabuchi, Naoki Kanoh

研究成果: Article査読

1 被引用数 (Scopus)

抄録

Despite the potential of α-fluoroethers in medicinal chemistry, their synthetic methods, especially etherification of aliphatic alcohols, have been limited. Herein, we developed two- and three-step gem-difluoropropargylation of aliphatic alcohols including amino acid derivatives and naturally occurring bioactive molecules. Highly chemoselective etherification proceeded by using the gem-difluoropropargyl bromide dicobalt complex in the presence of silver triflate and triethylamine. Decomplexation of dicobalt complexes was achieved by using cerium ammonium nitrate or N,N,N′-trimethylethylenediamine. The thus obtained gem-difluoropropargyl ethers were converted to various α-difluoroethers which are expected to be useful for medicinal chemistry.

本文言語English
ページ(範囲)16002-16006
ページ数5
ジャーナルChemistry - A European Journal
25
70
DOI
出版ステータスPublished - 2019 12 13

ASJC Scopus subject areas

  • 触媒
  • 有機化学

フィンガープリント

「Highly Chemoselective gem-Difluoropropargylation of Aliphatic Alcohols」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル