General Characteristics Electron-deficient olefins are epoxidized by oxidants such as hydrogen peroxide and t-butylhydroperoxide (TBHP) under basic conditions. Olefins without electron-withdrawing ...
Author Archive
Miyaura-Ishiyama-Hartwig Borylation
General Characteristics Synthetically important aryl and alkenyl boron compounds can be synthesized from the corresponding halides via transition metal catalysis. Bis(pinacolato)diboron is used ...
Noyori Asymmetric Transfer Hydrogenation
General Characteristics The asymmetric “transfer hydrogenation” of ketones is catalyzed by Ru(II)-arene-tosyldiamine and related complexes. Some of these ruthenium complexes are commercially ...
Noyori Asymmetric Hydrogenation
General Characteristics The asymmetric hydrogenation of olefins and ketones catalyzed by Ru(II)-BINAP and related ruthenium complexes is called the Noyori hydrogenation. The hydrogenation of olefins ...
Harries Ozonolysis
General Characteristics Ozonolysis is a reaction between alkenes and ozone, in which the alkenes are cleaved into a pair of carbonyl compounds. The reaction is done by introducing ozone gas ...
Cannizzaro Reaction
General Characteristics Upon treatment with strong bases (e.g. in aqueous NaOH) and heating, non-enolizable aldehydes undergo redox disproportionation to give corresponding alcohols and carboxylic ...
Seyferth-Gilbert Alkyne Synthesis
General Characteristics Aldehydes and ketones can be converted into alkynes with one carbon homologation using the α-diazophosphonate compound called the Gilbert reagent. When Y=H, the reaction needs ...
Clemmensen Reduction
General Characteristics The Clemmensen reduction is the reductive conversion of carbonyl groups into corresponding methylene units using zinc amalgam-HCl, which works particularly well for the ...
Hofmann Rearrangement
General Characteristics In the Hofmann rearrangement, primary amides rearrange into isocyanates upon treatment with halogens and bases and are ultimately converted into primary amines with one-carbon ...
Wolff Rearrangement
General Characteristics The rearrangement of the carbenes formed by elimination of nitrogen from diazoketones giving ketenes is known as the Wolff rearrangement. The ketenes are trapped by ...