Neel, Andrew J.’s team published research in Journal of the American Chemical Society in 135 | CAS: 219543-09-6

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Formula: C11H21BF4N2O2.

Neel, Andrew J. published the artcileAsymmetric Cross-Dehydrogenative Coupling Enabled by the Design and Application of Chiral Triazole-Containing Phosphoric Acids, Formula: C11H21BF4N2O2, the publication is Journal of the American Chemical Society (2013), 135(38), 14044-14047, database is CAplus and MEDLINE.

Nonracemic triazolylbinaphthylphosphoric acids I [R = PhCH2, Ph2CH, bis(1-naphthyl)methyl, 1-naphthyl, 9-anthracenyl, 1-pyrenyl, 2,4,6-Me3C6H2, 2,4,6-i-Pr3C6H2, 2,4,6-(c-C6H11)3C6H2, 4-t-BuC6H4, 3,5-t-Bu2C6H3, 1-adamantyl] were prepared using azide-alkyne cycloadditions of a protected diethynylbinaphthol with azides RN3 [R = PhCH2, Ph2CH, bis(1-naphthyl)methyl, 1-naphthyl, 9-anthracenyl, 1-pyrenyl, 2,4,6-Me3C6H2, 2,4,6-i-Pr3C6H2, 2,4,6-(c-C6H11)3C6H2, 4-t-BuC6H4, 3,5-t-Bu2C6H3, 1-adamantyl]; in the presence of I, an acetamidopiperidineoxoammonium salt, and trisodium phosphate in p-xylene, tetrahydroisoquinolinylbenzamides II [R1 = PhCH2, 4-MeC6H4CH2, 4-MeOC6H4CH2, 4-O2NC6H4CH2, 2-MeOC6H4CH2, Ph, 3-MeC6H4, 2-MeC6H4, 1-naphthyl, 2-ClC6H4, 2-HOC6H4, t-Bu, cyclohexyl, (R)-MeO2CCH(i-Pr), (S)-MeO2CCH(i-Pr); R2 = H, Me, Br, F3C] underwent enantioselective cross-dehydrogenative coupling reactions to give tetrahydroisoquinolinoquinazolinones III [R1 = PhCH2, 4-MeC6H4CH2, 4-MeOC6H4CH2, 4-O2NC6H4CH2, 2-MeOC6H4CH2, Ph, 3-MeC6H4, 2-MeC6H4, 1-naphthyl, 2-ClC6H4, 2-HOC6H4, t-Bu, cyclohexyl, (R)-MeO2CCH(i-Pr), (S)-MeO2CCH(i-Pr); R2 = H, Me, Br, F3C] in 38-93% yields and in 73-93% ee or in 3:1-7:1 dr. I were designed to use attractive hydrogen-bonding interactions with substrates rather than catalyst steric bulk to improve the stereoselectivity of the coupling reaction. The azides used in the preparation of I are potentially explosive and should be handled and reacted using appropriate precautions.

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Formula: C11H21BF4N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem