Author Archive

Diels-Alder Reaction

Diels-Alder Reaction

General Characteristics -The most classic example of [4+2] cycloaddition reaction in which a diene and a dienophile combine to give a cyclohexene. The reaction generally proceeds with good stereo- ...

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Negishi Cross Coupling Reaction

Negishi Cross Coupling Reaction

General Characteristics -While cross coupling reactions based on organolithium and Grignard reagents (Kumada-Tamao-Corriu cross coupling) tend to suffer from unwanted side reactions when applied to ...

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Swern Oxidation

Swern Oxidation

General Characteristics -The oxidation of alcohols based on the dimethylsulfoxide (DMSO)-oxalyl chloride system is called the Swern oxidation. -DCC (Pfitzner-Moffatt), TFAA (modified Swern), acetic ...

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Dess-Martin Oxidation

Dess-Martin Oxidation

General Characteristics -The oxidation of alcohols by Dess-Martin periodinane (DMP). -The reaction proceeds at room temperature, converting alcohols into aldehydes. -Reactive and mild enough to be ...

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Mizoroki-Heck Reaction

Mizoroki-Heck Reaction

General Characteristics -The cross coupling reaction between an aryl/alkenyl halide and a terminal olefin in the presence of a Pd(0) catalyst to produce a substituted olefin is called the ...

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Mitsunobu Reaction

Mitsunobu Reaction

General Characteristics -A secondary alcohol reacts with diethyl azodicarboxylate (DEAD), triphenylphosphine (Ph3P), and benzoic acid to give a corresponding benzoyloxy derivative with the inversion ...

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Benzyl (Bn) Protective Group

Benzyl (Bn) Protective Group

General Characteristics -Benzyl group (Bn) is stable towards both acids and bases and is a highly general protecting group. -Base sensitive compounds can be protected using BnOC(=NH)CCl3 under acidic ...

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Silyl Protective Groups

Silyl Protective Groups

General Characteristics -Serving as effective protective groups for alcohols, silyl ethers are used extensively in laboratory scale synthesis. -At least two of the three R’ groups are the same group, ...

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