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gerSchleusner, MarcelGais, Hans-JoachimStruktur, Hydroxyalkylierung und Aminoalkylierung von Titanaallylsulfoximinen: Enantioselektive Synthese ungesättigter Alpha-Aminosäureninfo:eu-repo/classification/ddc/540ChemieStructure, Hydroxyalkylation and Aminoalkylation of Titanaallylsulfoximines: Enantioselective Synthesis of Unsaturated alpha-Amino Acids Enantiopure E- and Z-allylic sulfoximines were lithiated and transmetallated with ClxTi(OR)4-x to give bis(2-alkenyl)titanium(IV)-complexes. These complexes reacted regio- und diastereoselective with aldehydes in gamma-position to yield delta- resp. beta-N-methylsulfonimidoyl-substituted homoallylic alcohols. This reaction and the structures of the titanium(IV)-complexes were examined in detail. Furthermore it was found, that these complexes reacted regio- and diastereoselective with N-sulfonylimino acetic acid esters to yield gamma,delta-unsaturated alpha-amino acid derivatives. The N-sulfonyl-protecting-group could be cleaved under mild conditions. The N-methylsulfonimidoyl-protecting-group was substituted using a diphenylzinc / Ni(dppp)Cl2 mediated cross-coupling-reaction. Thus a concept for the synthesis of beta,delta-substituted gamma,delta-unsaturated alpha-amino acids was developed.Aachen : Publikationsserver der RWTH Aachen University VIII, 188 S. (2002). = Aachen, Techn. Hochsch., Diss., 2002info:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/publishedVersionPublikationsserver der RWTH Aachen University2002info:eu-repo/semantics/openAccessDEhttps://publications.rwth-aachen.de/record/56865https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-118944%22StudentsStudent Financial Aid ProvidersTeachersResearchersinfo:eu-repo/semantics/altIdentifier/urn/urn:nbn:de:hbz:82-opus-3151