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The two-volume set on C-1 Building Blocks in Organic Synthesis critically reviews the state of the art of a wide variety of reactions by which one carbon atom is added to an organic molecule, forming a C-C bond. In spite of the numerous classic reactions of this kind, there has been enormous progress in recent years, especially for those reactions involving catalytic methods. Introduction of substituted methyl groups is a major challenge and only very recently the first catalysts have been discovered that enable the introduction of fluoromethyl groups in aromatics.
The two-volume set on C-1 Building Blocks in Organic Synthesis critically reviews the state of the art of a wide variety of reactions by which one carbon atom is added to an organic molecule, forming a C-C bond. In spite of the numerous classic reactions of this kind, there has been enormous progress in recent years, especially for those reactions involving catalytic methods. Introduction of substituted methyl groups is a major challenge and only very recently the first catalysts have been discovered that enable the introduction of fluoromethyl groups in aromatics.
<p>2.1 C-1 Alkenation<br>2.1.1 Modern Variants of Wittig, Peterson, and Tebbe Protocols<br>2.2 C—C Cross Coupling<br>2.2.1 Cross-Coupling Methods for Methylation<br>2.2.2 Carbonylation of Aryl and Vinyl Halides<br>2.2.3 Cyanation of Aryl Halides<br>2.2.4 Oxidative Coupling of Nitromethane<br>2.3 Insertion into C—H Bonds<br>2.3.1 Carbene Insertion into C—H Bonds with C-1<br>2.4 Insertion into C—O and C—N Bonds<br>2.4.1 Carbon Monoxide Insertion into Epoxides and Oxetanes<br>2.4.2 Carbon Monoxide Insertion into Aziridines<br>2.5 Substitution Reactions<br>2.5.1 Hydroformylation of Epoxides<br>2.5.2 Cyanation of Epoxides<br>2.5.3 Cyanation of Aziridines<br>2.5.4 Carboxylation of Organometallic Reagents<br>2.5.5 Reaction of Formaldehyde with Organometallic Reagents<br>2.5.6 Mannich-Type Reactions<br>2.5.7 Formylation and the Vilsmeier Reagent<br>2.5.8 Metathesis Adding a C-1 Unit<br>2.6 Halomethylation<br>2.6.1 Trifluoromethylation<br>2.6.2 Difluoro- and Fluoromethylation<br>2.6.3 Karasch Reaction (Atom-Transfer Radical Addition Reactions)</p>
<p>2.1 C-1 Alkenation<br>2.1.1 Modern Variants of Wittig, Peterson, and Tebbe Protocols<br>2.2 C—C Cross Coupling<br>2.2.1 Cross-Coupling Methods for Methylation<br>2.2.2 Carbonylation of Aryl and Vinyl Halides<br>2.2.3 Cyanation of Aryl Halides<br>2.2.4 Oxidative Coupling of Nitromethane<br>2.3 Insertion into C—H Bonds<br>2.3.1 Carbene Insertion into C—H Bonds with C-1<br>2.4 Insertion into C—O and C—N Bonds<br>2.4.1 Carbon Monoxide Insertion into Epoxides and Oxetanes<br>2.4.2 Carbon Monoxide Insertion into Aziridines<br>2.5 Substitution Reactions<br>2.5.1 Hydroformylation of Epoxides<br>2.5.2 Cyanation of Epoxides<br>2.5.3 Cyanation of Aziridines<br>2.5.4 Carboxylation of Organometallic Reagents<br>2.5.5 Reaction of Formaldehyde with Organometallic Reagents<br>2.5.6 Mannich-Type Reactions<br>2.5.7 Formylation and the Vilsmeier Reagent<br>2.5.8 Metathesis Adding a C-1 Unit<br>2.6 Halomethylation<br>2.6.1 Trifluoromethylation<br>2.6.2 Difluoro- and Fluoromethylation<br>2.6.3 Karasch Reaction (Atom-Transfer Radical Addition Reactions)</p>
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