Quantum Chemical Studies of Enantioselective Organocatalytic Reactions
2008 (English)Licentiate thesis, comprehensive summary (Other scientific)
Density Functional Theory is used in order to shed light on the reaction mechanisms and the origins of stereoselectivity in enantioselective organocatalytic reactions. The reactions investigated are the dipeptide-catalyzed aldol reaction, the cinchona thiourea-catalyzed nitroaldol reaction and the prolinol derivative-catalyzed hydrophosphination reaction. We can justify the stereoselectivity in the reactions from the energies arising from different interactions in the transition states. The major contributions to the energy differences are found to be hydrogen bond-type attractions and steric repulsions. This knowledge will be useful in the design of improved catalysts as well as general understanding of the basis of selection in other reactions.
Place, publisher, year, edition, pages
Stockholm: KTH , 2008. , vii, 30 p.
Trita-BIO-Report, ISSN 1654-2312 ; 2008:6
DFT, enantioselective, asymmetric, organocatalysis
IdentifiersURN: urn:nbn:se:kth:diva-4701ISBN: 978-91-7178-934-1OAI: oai:DiVA.org:kth-4701DiVA: diva2:13513
2008-04-29, FB52, Albanova, Roslagstullsbacken 21, Stockholm, 10:15
QC 201011112008-04-222008-04-222010-11-11Bibliographically approved
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