Amination reactions organocatalytic reduction

The same approach was used by Benagha s group for the enantioselective organocatalytic reduction of P-trifluoromethyl nitroaUcenes 73, with the aim of achieving chiral yS-trifluoromethyl amines 75 (Scheme 28) [161]. The authors also performed the organocatalyzed reduction of a-substituted-p-trifluoromethyl nitroalkenes, although with poorer results. The stereochemical result of the reaction and the behavior of thiourea catalyst 74 were discussed based on computational studies and DFT transition-state analysis. 

As detailed in Sections 42.2 and 42.3, both covalent and non-covalent organocatalytic activation modes have provided efficient strategies to design asymmetric MCRs. A quite recent study by Zhou and list has demonstrated the feasibility of combining asymmetric Bronsted acid catalysis with aminocatalysis to design even more sophisticated reaction sequences toward the synthesis of useful complex molecules. Specifically, they developed a highly enantioselective approach to pharmaceutically relevant 3-substituted cyclohexylamines from 2,6-diketones 223 via an aldolization/dehydration/conjugate reduction/reductive amination domino... 

---