Catalytic enantioselective α-fluorination of carbonyl compounds using chiral transition metal complexes

DOI Web Site 被引用文献2件 参考文献59件

書誌事項

タイトル別名
  • Catalytic Enantioselective .ALPHA.-Fluorination of Carbonyl Compounds Using Chiral Transition Metal Complexes
  • Catalytic enantioselective a fluorination of carbonyl compounds using chiral transition metal complexes

この論文をさがす

抄録

Two catalytic systems were developed for efficient catalytic enantioselective α-fluorination reactions of carbonyl compounds. Cationic Pd complexes were found to be effective for fluorination of active methine and methylene compounds, and various substrates including β-ketoesters, β-ketophosphonates, and other related compounds were fluorinated in environmentally friendly alcoholic solvents (up to 99% ee). This system was also applicable to the reaction of 3-substituted oxindole derivatives. In addition, we succeeded in developing a novel trinary system NiCl2-binap/R3SiOTf/2, 6-lutidine for the reaction of less acidic α-aryl acetic acid derivatives, and the desired reaction proceeded smoothly to give the corresponding monofluorinated compounds in a highly enantioselective manner (up to 88% ee). Our fluorination reactions are versatile, being applicable to stereoselective synthesis of chiral fluorinated analogues of fundamental building blocks and catalytic asymmetric synthesis of BMS204352, a promising agent for the treatment of stroke.

収録刊行物

被引用文献 (2)*注記

もっと見る

参考文献 (59)*注記

もっと見る

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ