Asymmetrischer Aryltransfer : experimentelle und theoretische Verfahren

The enantioselective aryl transfer to aldehydes and imines using different types of aryl sources was developed within this PhD thesis. The new methods allow access to highly substituted Diarylmethanols, which are not accessible via the existing reductive protocols or the enantioselective phenyl transfer, respectively. The used aryl sources triphenylborane and arylboronic acids are much easier accessible and cheaper than the classical aryl source diphenylzinc. Additionally, a proper combination of arylboronic acid and aryl aldehyde gives access to both enantiomers of a specific product with the same catalyst, giving a versatile alternative to the laborious synthesis of ligand antipodes. The developed technique was furthermore extendet to various substrates, showing promising results in the aryl transfer to b-lactams, and in the allyl transfer to aldehydes. A further topic deals with the theoretical investigation of the aryl transfer to aldehydes on DFT level, gaining an understanding of the chemo- and stereoselectiveness of the prozess by modelling and comparing different transition states with a small model system.

Grantor dc:publisher

Publikationsserver der RWTH Aachen University

Year dc:date

2004

Author dc:creator

• Rudolph, Jens

Contributors dc:contributor

• Bolm, Carsten

• info:eu-repo/classification/ddc/540
• Arylierung
• Übertragungsreaktion
• Asymmetrische Reaktion
• Chemie
• asymmetrische Synthese
• Arylzinkreagenzien
• DFT

Statement dc:rights

• info:eu-repo/semantics/openAccess

Language dc:language

ger

Identifier

https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-115090%22

OAI record oai:identifier

https://publications.rwth-aachen.de/oai2d?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai%3Apublications.rwth-aachen.de%3A52900