| 1 introduction 2 functional group chemistry: the basics 2.1 selectivity of organic reactions 2.2 functionalization ofalkanes 2.3 functionalization ofalkencs 2.4 functionalization ofalkynes 2.5 functionalization of aromatic hydrocarbons 2.6 functionalization of substituted benzene derivatives 2.7 functionalization of simple heterocyclic compounds 2.8 interconversion of functional groups summary 3 formation of carbon-carbon bonds: the principles 3.1 general strategy 3.2 disconnections and synthons 3.3 electrophilic carbon species 3.4 nucleophilic carbon species summary 4 formation of carbon-carbon bonds: reactions of organometallic compounds 4.1 grignard reagents and electrophiles 4.2 other organometallic reagents and electrophiles 4.3 reactions of nucleophiles derived from alk-l-ynes . 4.4 review 4.5 worked examples summary 5 formation of carbon-carbon bonds: the use of stabilized carbanions and related nucleophiles 5.1 carbanions stabilized by two -m groups 5.2 carbanions stabilized by one -m group 5.3 carbanions stabilized by neighbouring phosphorus or sulfur 5.4 nucleophilic acylation 5.5 alkene, arene and heteroarene nucleophiles 5.6 review 5.7 worked examples summary 6 formation of carbon-heteroatom bonds: the principles 6.1 carbon-halogen bonds 6.2 carbon-oxygen, carbon-sulfur and carbon-selenium bonds 6.3 carbon-nitrogen and carbon-phosphorus bonds 6.4 carbon-silicon bonds summary 7 ring closure (and ring opening) 7.1 lntramolecular cyclization by electrophile-nucleophile interaction 7.2 cycloaddition 7.3 electrocyclic ring closure 7.4 ring opening 7.5 review 7.6 worked examples summary 8 reduction 8.1 catalytic hydrogenation 8.2 metal hydride reductions 8.3 electron-transfer reactions 8.4 reduction of specific functional groups 8.5 reductive cleavage of carbon-heteroatom bonds 8.6 reductive ring opening of oxiranes 8.7 reduction of a/b-unsaturated carbonyl compounds 8.8 reduction of conjugated dienes 8.9 reduction of aromatic and heteroaromatic compounds summary …… 9 oxidation 10 protective groups 11 boron reagents 12 phosphorus reagents 13 silicon reagents 14 selenium reagents 15 asymmetric synthesis 16 selected synthese endnotes to the text further reading index |
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