Posts by Category: Reactions

Reformatsky Reaction

Reformatsky Reaction

General Characteristics In the Reformatsky reaction, the enolates formed from α-haloesters and zinc metal add to aldehydes and ketones. Zinc enolates are less basic, less reactive, and thus more ...

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Mukaiyama Oxidation

Mukaiyama Oxidation

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

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 ...

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Barton-McCombie Deoxygenation

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 ...

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Ruthenium Tetroxide (RuO4)

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 ...

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Takai-Uchimoto Olefination

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 ...

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Kumada-Tamao-Corriu Cross Coupling

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 ...

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Malaprade Glycol Oxidative Cleavage

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 ...

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Corey-Fuchs Alkyne Synthesis

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 ...

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