Named Reaction Flashcards
Sharpless expoxidation
Alkene of with allylic alcohol to epoxide.
Regitz Diazo transfer
Diazo btw two carbonyls. Can then couple with ROH to form -OR
Claisen reaction
Formation of B-keto ester from two esters. Must have same OR group. Solvent must be ROH
Cope elimination
Loss of nitrogen (upon reacting with mcpba) with introduction of a-B alkene
Pictet Spengler rxn
Rxn of Beta aryl amines with carbonyl to form THIQ
Curtius rearrangement
-COOH activated by SOCl2 to give -COCl. Then react with NaN3 to form RCON3, heat to release N2 and form RNCO (rearrange), react with alcohol OR’ to form RNCOOR’
Glaser coupling
Coupling of two alkynes with CuCl
Mannich reaction?
Formation of beta amino carbonyl by reacting amine, formaldehyde and then enol (acid media) from enolizable carbonyl compound
Rubottom Oxidation
Alpha hydroxy carbonyl from silyl enol ethers by using mcPBA
Fischer indole synthesis
Aryl hydrazine with ketone/aldehyde to form indole. Strong acid allows indolization at least substituted carbon
Von Braun Rxn?
Tertiary amine to secondary amine using ACE-Cl. Aminocyanide formed in the process.
Mitsunobu
Alcohol to ester by reacting with -COOH. Reagents needed are DEAD and PPh3
Dieckmann condensation?
Basically a intramoleculae claissen condensation to form a cyclic B-keto-ester
Claissen rearrangement
Conversion of allyl vinyl ethers to gamma-delta unsaturated carbonyls
Strecker amino acid synthesis from aldehydes
React aldehyde with amine to form imine. Treat with KCN to form alpha amino nitrile. React with water and acid to kick out CN and install COOH
Beckmann rearrangement
Reaction of ketone to with hydroxyl amine to form amide (or amine after reduction). Use of aldehydes form nitriles. R group anti to LG on N will migrate
Hoffmann rearrangement
Convertion of amide to amine but carbonyl carbon leaves. Reagents: NaOCl, heat. Using LTA or hyper iodine reagents yields carbamate.
Schmidt reaction
Basically a Beckmann rearrangement but uses R-N3 instead as reagent
Bayer Villiger Oxi
Ketone to ester or cyclic ketone to lactone. The group that leaves the carbonyl carbon is in order: 3>2>aryl>1>Me
Neber rearrangement
Ketones to alpha amino ketone by reacting with hydroxyl amine. Amine ends up on more E+ methylene
Finkelstein rxn
Alkyl halide or R-OMs/R-OTs to new alkyl halide
Hydroboration oxidation
Alkene to alcohol. Syn addition. Anti markovnikov hence OH on least sub carbon.
Addition of H-X to alkenes
Markovnikov. Halogen ends up on most substituted carbon
