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Lecture SoSe & WiSe
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Advanced Organic Chemistry -> Basic Principles classes of pericyclic reactions history of the Diels-Alder-addition orbital-symmetry methods, orbital interactions correlation diagrams FMO-theory Evans-, Hückel-Möbius-, Dewar-Zimmerman-method Aromaticity, Anti-Aromaticity carben-additions, least & non-least-motion DA-additions, endo-rule & explanation sigmatropic cyclopentadiene-rearrangement electrocyclic reaction of cyclopropyl-cations thermal vs photochemical pericyclic reactions photochemical DNA-damage vitamin-D formation -> Applications: cycloadditions [2+2]-additions pseudo-pericyclic-reactions [2+2] in TM-catalyzed metatheses peri-selectivity cyclopropanations DA-normal and -inverse LA- and organo-catalyses regio-selectivity hetero-DA retro-DA cheletropic additions, extrusions Schenck-ene-additions Huisgen [3+2]-additions click-reactions Alder-ene-addition, menthol-synthesis -> Applications: sigmatropic rearrangements walk-rearrangements Cope-rearrangement, bullvalene Claisen-rearrangements Fischer-indol synthesis Wagner-Meerwein-shift Wittig-rearrangements [1,2] vs [2,3] -> Applications: electrocyclic-rearrangements cyclopropyl-hydrolyses Nazarov-cyclizations Bergman- & Myers-Saito-cyclizations |