General Characteristics The Swern oxidation is relatively clean and practical but also associated with such problems as the generation of carbon monoxide and dimethylsulfide and the requirement of ...
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Corey-Bakshi-Shibata (CBS) Reduction
General Characteristics The asymmetric reduction of ketones catalyzed by the chiral oxazaborolidine (derived from proline) is called the Corey-Bakshi-Shibata (CBS) reduction. The reaction has a wide ...
Barton-McCombie Deoxygenation
General Characteristics The free radical-mediated deoxygenation of alcohol compounds after the formation of thiocarbonyl intermediates is known as the Barton-MacCombie deoxygenation. This reaction is ...
Ruthenium Tetroxide (RuO4)
General Characteristics Ruthenium tetroxide is a very strong oxidizing agent capable of even oxidative cleavage of benzene rings and olefins. The reagent can therefore be thought of as an alternative ...
Takai-Uchimoto Olefination
General Characteristics -The synthesis of alkenyl halides from aldehydes using the gem-dichromium reagent prepared from haloform (CHX3) and CrCl2 is known as the Takai-Uchimoto reaction. Mild ...
Sharpless Asymmetric Dihydroxylation (Sharpless AD)
General Characteristics -Sharpless developed chiral ligands ((DHQD)2PHAL or (DHQ)2PHAL) derived from cinchona alkaloids (quinidine, quinine) for the practical osmium tetroxide-catalyzed asymmetric ...
Kumada-Tamao-Corriu Cross Coupling
General Characteristics The palladium- or nickel-catalyzed cross coupling between aryl halides/triflates and Grignard reagents is known as the Kumada-Tamao-Corriu reaction. The Kumada-Tamao-Corriu ...
Malaprade Glycol Oxidative Cleavage
General Characteristics Periodic acid or sodium periodate is used to oxidatively cleave 1,2-diols, producing a pair of aldehydes or ketones. Sodium periodate also works as the reoxidant of osmium ...
Corey-Fuchs Alkyne Synthesis
General Characteristics The Corey-Fuchs reaction is the conversion of aldehydes into alkynes with one carbon homologation. The treatment of 1,1-dihaloalkenes with 2 equivalents of alkyllithium gives ...
Julia-Lythgoe Olefination
General Characteristics The Julia-Lythgoe olefination involves the nucleophilic addition of lithiosulfones to carbonyl compounds, acylation, and reductive treatment of the resulting ...