363135-53-9Relevant academic research and scientific papers
Enantioselective synthesis of substituted 3-quinolyl alkanols and their application to asymmetric autocatalysis
Sato, Itaru,Nakao, Tomohiko,Sugie, Rie,Kawasaki, Tsuneomi,Soai, Kenso
, p. 1419 - 1428 (2007/10/03)
Enantioenriched 3-quinolyl alkanols act as asymmetric autocatalysts in the addition of diisopropylzinc to the corresponding substituted quinoline-3-carbaldehydes, to afford themselves with an amplified enantiomeric excess (ee) of up to 97%.
An efficient synthesis of substituted quinolines
Tom,Ruel
, p. 1351 - 1355 (2007/10/03)
The addition of substituted anilines to "vinamidinium" bis-tetrafluoroborate salt 1 [2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane bis-tetrafluoroborate], followed by cyclization of the resulting imino-eneamine salt and hydrolysis of the masked aldehydes 2, provide the corresponding 3-formyl quinolines 3. While the condensation of both 1 and its analogous bis-perchlorate salt and amidines are known to provide pyrimidines, we believe this is the first example of a quinoline annulation sequence with "vinamidinium" bis-tetrafluoroborate salt 1 and anilines.
