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Reaktionen OCII / ETHZ 4. Semester



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Diimide Reduction (Forms alkene)

1,3-Dipolar Cycloaddition (Huisgen-Reaction)

Nitrenes from alpha-Elimination

Semi-Pinnacol-Rearrangement

Birch-Reaction for Electron Donating Groups

Pinacol-Coupling reaction

Strain Promoted Azide Alkyne Cycloaddition

Mitsonobu Reaction can be used for a stereo-inversion

Formation of an 1,3-Aminoalcohol

Yamaguchi-Macrolactonization

Photochemically allowed 2+2 Cycloaddition 

Another way of creating Diazo-compounds (also done in-Situ)

Cyclopropanes from Singlet-Carbenes (Only cis)

Nitrile oxide cycloaddition

Radical Starter AIBN

Sigmatropic (Cope-)Rearrangement 

Hetero Diels-Alder reaction

Carbenes from Diazocompounds

Mitsonobu-Reaction (Key Chemical: DEAD)

Possible reaction products from Isocyanates 

 Cyclopropanation

Formation of phosphorous ylides (Wittig Part 1)

6-Ring Electrocyclic Cycloaddition

CuAAc / Click Reaction

Example of a thermally allowed 2+2 Cycloaddition

Formation (and subsequent reaction) of sulfurous ylides

Hofmann Rearrangement (Reaction Intermediate: Nitrene, then isocyanate)

Birch-Reaction for Electron-Withdrawing Groups

Thermally allowed 2+2 Cycloadditions

Lossen-Rearrangement (Intermediate: Nitrene)

Corey-Charkovsky-Cyclopropanation

Radical formation from Dibenzoyperoxide (DBPO)

Acid Chloride Formation

Mukaiyama Condensation

Solvatized Electrons

Wohl-Ziegler Reaction

Radical CX-Reduction

Retro-Diels-Alder reaction

Horner-Wadsworth-Emmons-Reaction (HWE-Selectivity: E)

Benzil-Rearrangement

Single-Electron-Oxidation

Cyclopropanation reaction (from Carbenes)

Curtius Rearrangement (via Nitrene Intermediate)

One way of forming diazocompounds (Typically in-situ)

Corey-Fuchs-Reaction (Part 2)

Baylis-Hillman-Reaction

Meerwein-Ponndorf-Verley reaction (MPV-Reaction)

Heterocyclic Carbenes

De Mayo Reaction

Payne-Rearrangement

Tebbe-Reaction

CH-Insertion Reaction

CH Halogenation

Hunsdiecker-Reaction

Alkyne Hydrogenation

Dissolving Metal Alkyne Hydrogenation

Radical CX-Addition

4+2 Cycloaddition (Diels-Alder)

Favorskii-Rearrangement (Ring Contraction!)

Formation of Cyclohexones (Other acids are also possible - not just this one)

This reaction is usually done after a Birch-Reaction

Obtainable products from ozonolysis

Seyferth-Gilbert Reaction

McMurry Reaction

Appel-Reaction (Only works with CBr4, not with for example CCl4)

or

Two ways to obtaine nitrile oxides

Arndt-Eistert-Homologation (Elongation by one CH2-element)

Cannizzaro Reaction

Homolysis Chlorine

Nitrenes from azides

Rauhut-Carrier Reaction

Alkene Hydrogenation (Syn-Addition)

Corey-Winter-Olefination

Barton-Decarboxylation

Cyclopropanation

Alpha Cleavage of a Ketone

Danishefskys diene (4+2 Cycloaddition)

Tishenko-Reaction

Acyloin Reaction 

Ring-Contraction

Electrocyclic Reaction

Cyclopropanes from triplet-carbenes (cis- and trans possible)

Beckmann-Rearrangement

Corey-Fuchs-Reaction (Part 1)

Ozonolysis 

Wolff-Ziegler-Reaction

Carbenes from alpha-Cleavage

Still-Genari-Reaction

Intramolecular Benzil Rearrangement

Stetter-Reaction

Barton-McCombie-Deoxygenation

2+2 Cycloaddition froming a beta-Lactam

 

Simmons-Smith-Cyclopropanation

Group-Transfer reaction

2+4 Diels Alder Cycloaddition

Wittig-Reaction (Part 2, Selectivity: If stabilized by EWG's: E-Olefins, else Z-Olefins)

Corey-Chrakovsky-Expoxidation

Macrolactonisation

DCC Amide Coupling (other coupling reagents also possible, such as EDCI for example)

Inverse Diels-Alder Reaction

Single-Electron-Reduction

Bamford-Stevens-Shapiro Reaction

OH-Insertion reaction

Formation of Ladderanes (Photochemical 2+2 Cycloaddition)

NH-Insertion

Benzoin-Reaction

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