1012051-90-9Relevant articles and documents
Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones
Otevrel, Jan,Svestka, David,Bobal, Pavel
supporting information, p. 5244 - 5248 (2019/06/07)
We have developed a catalytic system based on bianthrylbis(thiourea) for the asymmetric Henry reaction of fluoroketones and nitroalkanes that resulted from the screening of a library containing 31 chiral non-racemic organocatalysts. The corresponding adducts were isolated in up to 6 times shorter reaction time in comparison with the previously published organocatalysts. High levels of stereocontrol have been generally observed, with measured product enantiomeric excesses up to 97% and diastereomeric ratio 3:2 (anti/syn). The above-mentioned catalysts have been successfully applied to the total asymmetric synthesis of CF3-tethered (S)-halostachines, which has proved that this method constitutes an easy entry to similar enantiopure compounds.
Organocatalytic enantioselective Mannich-type reaction of phosphorus ylides: Synthesis of chiral N-Boc-β-amino-α-methylene carboxylic esters
Zhang, Yan,Liu, Yan-Kai,Kang, Tai-Ran,Hu, Ze-Kai,Chen, Ying-Chun
, p. 2456 - 2457 (2008/09/20)
The first asymmetric Mannich-type reaction of stabilized phosphorus ylides and N-Boc aldimines was described promoted by a readily available and recyclable chiral bisthiourea organocatalyst. Subsequent reaction with formalin smoothly provides N-Boc-β-amino-α-methylene carboxylic esters in a highly enantiomerically enriched form (up to 96% ee). Copyright