Practical Selective Hydrogenation of 伪-Fluorinated Esters with Bifunctional Pincer-Type Ruthenium(II) Catalysts Leading to Fluorinated Alcohols or Fluoral Hemiacetals

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• 作者：Takashi Otsuka ; Akihiro Ishii ; Pavel A. Dub ; Takao Ikariya
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：July 3, 2013
• 年：2013
• 卷：135
• 期：26
• 页码：9600-9603
• 全文大小：267K
• 年卷期：v.135,no.26(July 3, 2013)
• ISSN：1520-5126

文摘

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.