247913-11-7Relevant academic research and scientific papers
CHIRAL FLUORINATING REAGENTS
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Page/Page column 47-48, (2014/05/24)
This invention relates to fluorinating agents and, more particularly, to chiral non-racemic fluorinating agents useful for enantioselective fluorination, as well as to their synthesis and use and other subject matter. The fluorinating agents are based on a substituted 1,4-diazabicyclo[2.2.2]octane (DABCO) skeleton and provide electrophillic fluorine enantioselectively.
Cinchona alkaloid catalyzed enantioselective fluorination of allyl silanes, silyl enol ethers, and oxindoles
Ishimaru, Takehisa,Shibata, Norio,Horikawa, Takao,Yasuda, Naomi,Nakamura, Shuichi,Toru, Takeshi,Shiro, Motoo
supporting information; experimental part, p. 4157 - 4161 (2009/03/11)
(Chemical Equation Presented) Catalytic variant: Allyl silanes and silyl enol ethers 1 are good substrates for the catalytic highly enantioselective fluorodesilylation using a combination of a biscinchona alkaloid, N-fluorobenzenesulfonimide (NFSI), and base (see scheme). Pharmaceutically attractive 3-aryl-3-fluorooxindoles such as 3 can also be synthesized with high enantioselectivity.
New approaches to enantioselective fluorination: Cinchona alkaloids combinations and chiral ligands/metal complexes
Shibata, Norio,Ishimaru, Takehisa,Nakamura, Shuichi,Toru, Takeshi
, p. 469 - 483 (2008/01/03)
The selective construction of carbon-fluorine bonds is of great interest to medicinal chemists because the replacement of a hydrogen or an oxygen atom with a fluorine atom in biologically active molecules can confer the molecules with improved physicochem
Solution- and solid-phase approaches in asymmetric phase-transfer catalysis bycinchona alkaloid derivatives
Thierry,Perrard,Audouard,Plaquevent,Cahard
, p. 1742 - 1746 (2007/10/03)
The catalytic asymmetric alkylation under phase-transfer conditions of various substrates (enones, α-fluoro ketones,glycineimines) promoted by chiral quarternary ammonium salts derived from cinchona alkaloids is described. A solvent-free phase-transfer ca
Enantioselective fluorination mediated by cinchona alkaloid derivatives/Selectfluor combinations: Reaction scope and structural information for N-fluorocinchona alkaloids
Shibata,Suzuki,Asahi,Shiro
, p. 7001 - 7009 (2007/10/03)
Cinchona-alkaloid/Selectfluor combinations efficiently fluorinate a variety of carbonyl compounds in a highly enantioselective manner to furnish chiral α-fluorocarbonyl compounds. The DHQB/Selectfluor combination is effective for the enantioselective fluo
Asymmetric alkylation reaction of α-fluorotetralone under phase-transfer catalyzed conditions
Arai, Shigeru,Oku, Makoto,Ishida, Toshimasa,Shioiri, Takayuki
, p. 6785 - 6789 (2007/10/03)
The catalytic asymmetric alkylation reaction of α-fluorotetralones promoted by a chiral quaternary ammonium salt derived from cinchonine under phase-transfer catalyzed conditions was described. The reaction proceeded smoothly to give the desired products
