Author Archive

Staudinger Reaction

Staudinger Reaction

General Characteristics In the Staudinger reaction, azide compounds react with phosphines to form iminophosphorane species, which can be hydrolyzed to give primary amines. The iminophosphorane also ...

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Hosomi-Sakurai Allylation

Hosomi-Sakurai Allylation

General Characteristics The allylation reactions using allylsilanes are known as the Hosomi-Sakurai allylation. Allylsilanes are less toxic than allylstannanes and more stable than allyl Grignard and ...

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Sandmeyer Reaction

Sandmeyer Reaction

General Characteristics The transformation of aromatic diazonium compounds is known as the Sandmeyer reaction. Diazonium compounds are readily prepared from precursors such as nitro and aniline ...

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Fukuyama Indole Synthesis

Fukuyama Indole Synthesis

General Characteristics The Fukuyama indole synthesis is a powerful way to synthesize 3-substituted or 2,3-disubstituted indoles using a radical initiator and tributyltin hydride. The second ...

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Tamao-Fleming Oxidation

Tamao-Fleming Oxidation

General Characteristics Organosilicon compounds containing hetero atom substituent(s) on the silicon atom are oxidized by hydrogen peroxide in the presence of a fluoride source and a weak base. The ...

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Osmium Tetroxide (OsO4)

Osmium Tetroxide (OsO4)

General Characteristics In the presence of re-oxidants, a catalytic amount of osmium tetroxide (OsO4) converts alkenes into cis-vicinal diols. Because of the mild reaction conditions and shortage of ...

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Sulfonyl Protective Groups

Sulfonyl Protective Groups

General Characteristics Sulfonyl groups are stable under both acidic and basic conditions. They are also used for purposes other than protection. Commonly used groups are methanesulfonyl (Ms), ...

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Pinnick (Kraus) Oxidation

Pinnick (Kraus) Oxidation

General Characteristics The Pinnick (or Kraus) oxidation reaction converts aldehydes into carboxylic acids under especially mild conditions. The Jones oxidation, PDC, ruthenium tetroxide, etc. are ...

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Jones Oxidation

Jones Oxidation

General Characteristics The Jones oxidation is one of the most fundamental reactions used to oxidize alcohol compounds. The reagents do not react with alkenes and alkynes and oxidize only alcohols. ...

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Mukaiyama Aldol Reaction

Mukaiyama Aldol Reaction

General Characteristics Acid- or base-promoted classical aldol reactions give a complex mixture of products because of the reversibility and the difficulty of controlling the enolate geometry. In the ...

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