N-Fluoro-(3,5-di-tert-butyl-4-methoxy)benzenesulfonimide (NFBSI): A sterically demanding electrophilic fluorinating reagent for enantioselective fluorination

Journal of Fluorine Chemistry

Volumn 132, Issue 3, 2011, Pages 222-225

  Yasui, Hiroyuki ^a   Yamamoto, Takeshi ^a   Ishimaru, Takehisa ^a   Fukuzumi, Takeo ^a   Tokunaga, Etsuko ^a   Akikazu, Kakehi ^b   Shiro, Motoo ^c   Shibata, Norio ^a  

^a NAGOYA INSTITUTE OF TECHNOLOGY   (Japan)

^b SHINSHU UNIVERSITY   (Japan)

^c RIGAKU CORPORATION   (Japan)

Author keywords

Catalytic; Electrophilic fluorination; Enantioselective; Fluorinating reagent; Synthesis

Indexed keywords

EID: 79952441504     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2011.01.005     Document Type: Article

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46. +, 5.0), 582 (14), 283 (28), 91 (47), 57 (100).
47. 4 and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica-gel eluting with Hexane/AcOEt to give the fluorinated compounds 7. The ees of the products were determined by HPLC analysis on CHIRALCEL OJ-H column.
48. R (minor-(S)-isomer) = 12.6 min (70% ee). The absolute configuration of 7a has already been determined. See, references [3b,4,12].
49. R (minor-(S)-isomer) = 27.4 min (58% ee). The absolute configuration of 7b has already been determined. See, references [3b,4,12].