Posts by Category: Reactions

Sulfur(VI)-Fluoride Exchange (SuFEx)

Sulfur(VI)-Fluoride Exchange (SuFEx)

General Characteristics Sulfur(VI) fluoride compounds (e.g. RSO2F, SO2F2) are stable under a wide range of conditions, yet their S-F bonds can be activated for exchange reactions in the presence of ...

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Barton Deamination

Barton Deamination

General Characteristics In the Barton deamination, amines are converted to isonitriles and then reductively removed under free-radical conditions, yielding simple hydrocarbons. General References ...

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Blum-Ittah Aziridine Synthesis

Blum-Ittah Aziridine Synthesis

General Characteristics Epoxides can be converted into aziridines by nucleophilic attack of azide ion, the Staudinger reaction, and aziridine ring formation with elimination of triphenylphosphine ...

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C-C Bond Activation

C-C Bond Activation

General Characteristics Carbon-carbon bonds are among the strongest in organic compounds. Activating them for useful chemical transformation is one of the newest and biggest challenges in organic ...

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Crabtree’s Catalyst

Crabtree’s Catalyst

General Characteristics [Ir(cod)(PCy3)(Py)]PF6 is an easily handleable cationic iridium complex used as a homogeneous hydrogenation catalyst. The complex was developed by Robert Crabtree of Yale ...

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Giese Radical Addition

Giese Radical Addition

General Characteristics Carbon free-radicals (generated from organic halides, the Barton esters, etc.) are nucleophilic and can be trapped with various electrophiles. In particular, trapping of ...

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Hayashi-Jørgensen Catalyst

Hayashi-Jørgensen Catalyst

General Characteristics The diarylprolinol silyl ether organocatalysts facilitate various asymmetric reactions of aldehydes by forming active enamine and/or iminium intermediates. These catalysts are ...

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O-Acylisopeptide Method

O-Acylisopeptide Method

General Characteristics The peptides in which the serine and/or threonine residues are isomerized from amide to ester (with their side chain hydroxyl group) are called O-acylisopeptides. ...

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Rothemund-Lindsey Porphyrin Synthesis

Rothemund-Lindsey Porphyrin Synthesis

General Characteristics Meso-substituted porphyrins are synthesized by condensation of aldehydes and pyrroles followed by oxidation. The early methods needed forcing conditions but the improvements ...

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Julia-Kocienski Olefination

Julia-Kocienski Olefination

General Characteristics The original Julia olefination procedure was somewhat inconvenient as it required three operations (nucleophilic addition, acetylation, and elimination using toxic Na ...

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