This thesis deals with the development of new reaction methodology as well as stereochemical investigations. The first part concerns the investigation of 1,2- and merged 1,2- and 1,3- asymmetric induction in Mukaiyama aldol additions to α-heteroatom and α,β- heteroatom substituted aldehydes respectively. In particular, the unexpected 1,2-syn selectivity obtained in the addition of sterically hindered nucleophiles to α-chloroaldehydes is examined, and an explanation for the observed stereochemical trends is proposed. The second part describes the development of a novel entry to α-amino-β- hydroxy esters by a 1,3-dipolar cycloaddition reaction of aldehydes and azomethine ylides, generated by thermolysis of aziridines. The third part deals with our efforts to develop a novel entry to vicinal all- carbon quaternary centers, based on an intramolecular domino Heck- carbonylation reaction using tetrasubstituted olefins. / QC 20120611
Identifer | oai:union.ndltd.org:UPSALLA1/oai:DiVA.org:kth-95467 |
Date | January 2012 |
Creators | Danielsson, Jakob |
Publisher | KTH, Organisk kemi, Stockholm |
Source Sets | DiVA Archive at Upsalla University |
Language | English |
Detected Language | English |
Type | Licentiate thesis, comprehensive summary, info:eu-repo/semantics/masterThesis, text |
Format | application/pdf |
Rights | info:eu-repo/semantics/openAccess |
Relation | Trita-CHE-Report, 1654-1081 ; 2012:32 |
Page generated in 0.0016 seconds