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Practical Selective Hydrogenation of α-Fluorinated Esters with Bifunctional Pincer-Type Ruthenium(II) Catalysts Leading to Fluorinated Alcohols or Fluoral Hemiacetals
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2013-06-19 , DOI: 10.1021/ja403852e Takashi Otsuka 1 , Akihiro Ishii 1 , Pavel A. Dub 2 , Takao Ikariya 2
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2013-06-19 , DOI: 10.1021/ja403852e Takashi Otsuka 1 , Akihiro Ishii 1 , Pavel A. Dub 2 , Takao Ikariya 2
Affiliation
Selective hydrogenation of fluorinated esters with pincer-type bifunctional catalysts RuHCl(CO)(dpa) 1a, trans-RuH2(CO)(dpa) 1b, and trans-RuCl2(CO)(dpa) 1c under mild conditions proceeds rapidly to give the corresponding fluorinated alcohols or hemiacetals in good to excellent yields. Under the optimized conditions, the hydrogenation of chiral (R)-2-fluoropropionate proceeds smoothly to give the corresponding chiral alcohol without any serious decrease of the ee value.
中文翻译:
α-氟化酯与双功能钳型钌 (II) 催化剂的实际选择性加氢生成氟化醇或氟半缩醛
用钳型双功能催化剂 RuHCl(CO)(dpa) 1a、反式-RuH2(CO)(dpa) 1b 和反式-RuCl2(CO)(dpa) 1c 在温和条件下选择性氢化氟化酯迅速进行,得到相应的氟化醇或半缩醛,收率良好至极好。在优化条件下,手性(R)-2-氟丙酸酯的加氢反应顺利进行,得到相应的手性醇,ee值没有出现严重下降。
更新日期:2013-06-19
中文翻译:
α-氟化酯与双功能钳型钌 (II) 催化剂的实际选择性加氢生成氟化醇或氟半缩醛
用钳型双功能催化剂 RuHCl(CO)(dpa) 1a、反式-RuH2(CO)(dpa) 1b 和反式-RuCl2(CO)(dpa) 1c 在温和条件下选择性氢化氟化酯迅速进行,得到相应的氟化醇或半缩醛,收率良好至极好。在优化条件下,手性(R)-2-氟丙酸酯的加氢反应顺利进行,得到相应的手性醇,ee值没有出现严重下降。