1296698-90-2Relevant academic research and scientific papers
Enantioselective organocatalytic one-pot amination/aza-Michael/aldol condensation reaction sequence: Synthesis of 3-pyrrolines with a quaternary stereocenter
Desmarchelier, Alaric,Coeffard, Vincent,Moreau, Xavier,Greck, Christine
supporting information, p. 13222 - 13225 (2013/01/15)
Primary amine-catalyzed direct conversion of α,α-disubstituted aldehydes into 3-pyrrolines with a quaternary stereocenter is reported. The one-pot enantioselective sequence is based on a α-amination, an aza-Michael addition of hydrazine, an aldol condensation dehydratation and proceeds with good yields and excellent levels of enantioselectivity. Synthetically attractive applications including the formation of aziridinopyrrolidine or epoxypyrrolidine derivatives with good yields and selectivities are also described. Expect the unexpected: Primary amine-catalyzed direct conversion of α,α-disubstituted aldehydes into 3-pyrrolines with a quaternary stereocenter is reported. The sequence involves an α-amination, an aza-Michael addition of hydrazine, an aldol condensation and proceeds with good yields and excellent levels of enantioselectivity (see scheme). Copyright
Primary amine/CSA ion pair: A powerful catalytic system for the asymmetric enamine catalysis
Liu, Chen,Zhu, Qiang,Huang, Kuo-Wei,Lu, Yixin
supporting information; experimental part, p. 2638 - 2641 (2011/07/08)
A novel ion pair catalyst containing a chiral counteranion can be readily derived by simply mixing cinchona alkaloid-derived diamine with chiral camphorsulfonic acid (CSA). A mixture of 9-amino(9-deoxy)epi-quinine 8 and (-)-CSA was found to be the best ca
