129720-85-0Relevant articles and documents
Simple and facile l-prolinamides derived from achiral cycloalkylamines as organocatalysts for the highly efficient large-scale asymmetric direct aldol reactions
Xu, Jiang-Wei,Fu, Xiang-Kai,Hu, Xiao-Yan,Wu, Chuan-Long
, p. 1156 - 1163 (2011)
A series of N-cycloalkylprolinamides have been designed and synthesized from achiral cycloalkylamines in a facile manner. They promoted high stereoselectivity in the cross-aldol reaction. N-cyclopropylprolinamide performed best with a smallest carbocyclic
The development of new amine-amide ligands for application in Cu(II)-catalyzed enantioselective Henry reactions
Ao, Chunyan,Men, Jian,Wang, Yang,Shao, Tao,Huang, Yuanyuan,Huo, Junji,Gao, Guowei
, p. 589 - 595 (2016/07/06)
A new type of chiral tertiary amine ligand was designed and derived from l-proline and (R)-BINOL. These new chiral ligands chelated with Cu(II) showed highly catalytic efficiency in enantioselective Henry reactions. Excellent yields (up to 99%) and high enantioselectivities (up to 96% ee) were achieved for aromatic, hetero-aromatic and aliphatic aldehyde substrates, without an additional base additive or the need for air or moisture exclusion.
Asymmetric intramolecular aldol reaction mediated by (S)-N-substituted-N- (2-pyrrolidinylmethyl)amine to prepare Wieland-Miescher ketone
Akahane, Yuichi,Inomata, Kohei,Endo, Yasuyuki
experimental part, p. 1727 - 1737 (2011/06/17)
New or known N-substituted-N-(2-pyrrolidinylmethyl)amine derivatives bearing a variety of alkyl and aryl substituents were easily prepared from N-Boc-proline or N-Boc-N-(2-pyrrolidinylmethyl)amine. The enantioselectivity of the intramolecular asymmetric aldol reaction mediated by a combination of the amine derivative and TFA to prepare Wieland-Miescher ketone was examined. During the examination, optimal amount of TFA in the reaction was identified. The Japan Institute of Heterocyclic Chemistry.