Origin of Enantioselectivity in the Organocatalytic Reductive Amination of α-Branched Aldehydes
2009 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 351, no 4, 525-529 p.Article in journal (Refereed) Published
The reason for enantioselectivity in thereductive amination of α-branched aldehydes wasinvestigated. The relative energies of all the diastereomeric transition states for hydride transfer of a suitable computational model were calculated at the B3LYP/6-311+(2d,2p) level of theory. Our calculations successfully reproduce and rationalize the experimentally observed stereochemical outcome of the reaction.
Place, publisher, year, edition, pages
Weinheim: Wiley-VCH Verlag GmbH&Co. KGaA , 2009. Vol. 351, no 4, 525-529 p.
density functional theory; dynamic kinetic resolution; Hantzsch esters; organocatalysis; reduction
Theoretical Chemistry Organic Chemistry
IdentifiersURN: urn:nbn:se:kth:diva-11612DOI: 10.1002/adsc.200800613ISI: 000264831500003ScopusID: 2-s2.0-62549085227OAI: oai:DiVA.org:kth-11612DiVA: diva2:278324
QC 201007192009-11-252009-11-252011-03-22Bibliographically approved