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有机合成中的现代方法(第3版.英文版)

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有机合成中的现代方法(第3版.英文版)

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作 者:W. Carruthers

出 版 社:世界图书出版公司

出版时间:2004 年11月

I S B N:7506272504

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内容简介

The book is addressed principally to advanced undergraduates and to graduates at the beginning of their research careers, and my aim has been to bring out the salient features of the reactions and reagents rather than to provide a comprehensive account. Reaction mechanisms are not discussed except in so far as is necessary for an understanding of the course or stereochemistry of a reaction. To prevent the book from becoming too big some material of less immediate interest which appeared in earlier editions has been excised from this one. Discussion of new reactions is supported by references. ...
  

作者简介

目录

preface to the first edition .
preface to the third edition
1 formation of carbon-carbon single bonds
1.1. alkylation: importance of enolate anions
1.2. alkylation of relatively acidic methylene groups
1.3. γ-alkylation of 1,3-dicarbonyl compounds; dianions in synthesis
1.4. alkylation of ketones
1.5. the enamine and related reactions
1.6. alkylation of a-thio and a-seleno carbanions
1.7. umpolung (dipole inversion)
1.8. the aldol reaction
1.9. allylic alkylation of alkenes
1.10. the dihydro-l,3-oxazine synthesis of aldehydes and ketones
1.11. coupling of organonickel and organocopper complexes
1.12. reactions of lithium organocuprates: copper-cata-lysed reactions of grignard reagents
1.13. synthetic applications of carbenes and carbenoids
1.14. formation of carbon-carbon bonds by addition of free radicals to alkenes
1.15. some photocyclisation reactions
2 formation of carbon-carbon double bonds
2.1. fi-elimination reactions
.2.2. pyrolytic syn eliminations
2.3. sulphoxide-sulphenate rearrangement; synthesis of allyl alcohols
2.4. the wittig and related reactions
2.5. alkenes from sulphones
2.6. decarboxylation of β-lactones stereoselective synthesis of tri- and tetra- substituted alkenes
2.8. fragmentation reactions
2.9. oxidative decarboxylation of carboxylic acids
2.10. alkenes from arylsulphonylhydrazones
2.11. stereospecific synthesis from 1,2-diols
2.12. c!aisen rearrangement of allyl vinyl ethers
2.13. reductive dimerisation of carbonyl compounds
3 the diels-a!der and related reactions
3.1. general
3.2. the dienophile - heterodienophiles, oxygen as a dienophile
3.3. the diene - acyclic dienes, heterodienes, 1,2-dimethylenecycloalkanes, vinylcycloalkenes and vinylarenes, aromatic hydrocarbons, cyclic dienes, cyclopentadienones and ortho-quinones, furans
3.4. intramolecular diels-alder reactions
3.5. the retro diels-alder reaction
3.6. catalysis by lewis acids
3.7. regiochemistry of the diels-a!der reaction
3.8. stereochemistry of the diels-alder reaction
3.9. asymmetric diels-alder reactions
3.10. mechanism of the dieis-alder reaction
3.11. photosensitised diels-alder reactions
3.12. the erie reaction
3.13. cyclo-addition reactions with allyi cations and allyl anions
3.14. 1,3-dipolar cyclo-addition reactions
4 reactions at unactivated c—h bonds
4.1. the hoffmann-loeffler-freytag reaction
4.2. cyclisation reactions of nitrenes
4.3. the barton reaction and related processes - photolysis of organic nitrites and hypohalites, photolysis of nnitrosoamides
4.4. reaction of monohydric alcohols with lead tetraacetate ..
4.5. miscellaneous reactions - unsaturated alcohols from hydroperoxides, cyclobutanols by photolysis of ketones, long-range functionalisation of unactivated carbons on the steroid nucleus
5 synthetic applications of organoboranes and organosilanes
5.1. hydroboration
5.2. reactions of organoboranes - protonolysis, oxidation, enantioselective synthesis of secondary alcohols from alkenes, isomerisation and cyclisation of alkylboranes
5.3. formation of carbon-carbon bonds - carbonylation of organoboranes, reaction with α-bromoketones and α-bromoesters, reaction with diazo compounds
5.4. reactions of alkenylboranes and trialkylalkynylborates
5.5. free-radical reactions of organoboranes
5.6. applications of organosilieon compounds in synthesis - protection of functional groups, trimethylsilyl ethers, silyl enol ethers
5.7. alkenylsilanes and allylsilanes
5.8. control of rearrangement of carbonium ions by silicon - the b-effect
5.9. α-silyl carbanions
5.10. β-silylcarbonyl compounds
5.11. trimethylsilyl cyanide
5.12. trimethylsilyl iodide and tfimethylsilyl triflate
6 oxidation
6.1. oxidation of hydrocarbons
6.2. oxidation of alcohols - chromic acid, chromium vi oxide-pyridine complexes, manganeseiv oxide, silver carbonate, oxidation via alkoxysulphonium salts, other methods
6.3. oxidation of carbon-carbon double bonds - diols, epoxides, enantioselective epoxidation of allylic alcohols (sharpless epoxidation), diastereoselective epoxidation of homoallylic alcohols, synthetic reactions of epoxides, ozonolysis
6.4. photosensitised oxidation of alkenes
6.5. palladium-catalysed oxidation of aikenes
6.6. oxidation of ketones - conversion into αβ-unsatur-ated ketones, baeyer-vi!!iger oxidation
6.7. oxidations with ruthenium tetroxide
6.8. oxidations with thallium(iii) nitrate
7 reduction
7.1. catalytic hydrogenation - the catalyst, selectivity of reduction, reduction of functional groups, stereochemistry and mechanism, homogeneous hydrogenation
7.2. reduction by dissolving metals - reduction with metal and acid, reduction of carbonyi compounds, reductions with metal in liquid ammonia (birch reduction), reductive fission of alcohols and halides
7.3. reduction by hydride-transfer reagents - aluminium alkoxides, lithium aluminium hydride and sodium borohydride, lithium hydridoalkoxyaluminates, lithium aluminium hydride-aluminium chloride reagents, di-isobutylaluminium hydride, sodium cyanoborohydride, trialkylborohydrides
7.4. reductions with borane and dialkylboranes
7.5. other methods - woiff-kishner reduction, desui-phurisation of thio-acetals, di-imide, iow-valent titanium species, trialkyltin hydrides, trialkyl-silanes
references
index ...

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