Shibata, Norio’s team published research in Journal of the American Chemical Society in 2001-07-25 | 112-63-0

Journal of the American Chemical Society published new progress about Cinchona alkaloids Role: RCT (Reactant), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

Shibata, Norio; Suzuki, Emiko; Asahi, Toru; Shiro, Motoo published the artcile< Enantioselective Fluorination Mediated by Cinchona Alkaloid Derivatives/Selectfluor Combinations: Reaction Scope and Structural Information for N-Fluoro cinchona Alkaloids>, Reference of 112-63-0, the main research area is crystal structure fluoroammonium cinchona alkaloid fluorination reagent; oxindole enantioselective fluorination cinchona alkaloid Selectfluor; fluorocyanoacetate enantioselective preparation; dihydroquinine chlorobenzoate Selectfluor enantioselective fluorination; enantioselective fluorination cinchona alkaloid mediated.

Cinchona-alkaloid/Selectfluor combinations efficiently fluorinated a variety of carbonyl compounds in a highly enantioselective manner to furnish chiral α-fluorocarbonyl compounds The dihydroquinine 4-chlorobenzoate/Selectfluor combination was effective for enantioselective fluorination of indanone silyl ethers I (R = benzyl, Me, Et) and tetralone silyl ethers II (R = benzyl, Me, Et) to give fluoroindanones III and fluorotetralones IV in up to 91% ee. The first enantioselective syntheses of chiral derivatizing reagents 4-MeC6H4CF(CN)CO2Et, R1CF(CN)CO2Me (R1 = 2-naphthyl), and PhCF(CN)CO2Et were accomplished with high ee and in high chem. yields using the dihydroquinidine acetate/Selectfluor combination. 3-Fluorooxindoles were prepared with ee up to 83% using 1,4-bis(9-O-dihydroquininyl)anthraquinone/Selectfluor or 2,5-bis(9-O-dihydroquinidinyl)-2,5-diphenylpyrimidine/Selectfluor combinations. Since the combinations are conveniently prepared in situ from readily available reagents, the present system represents a practical method for enantioselective fluorination. X-ray crystallog. and 1H NMR analyses of the cinchona alkaloids/Selectfluor combination have established that the species that mediate this novel reaction are N-fluoroammonium cinchona alkaloid tetrafluoroborates, which adopt open conformations.

Journal of the American Chemical Society published new progress about Cinchona alkaloids Role: RCT (Reactant), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics