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Reactions and syntheses : in the organic chemistry laboratory
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Reactions and syntheses : in the organic chemistry laboratory

Author: Lutz F Tietze; Theophil Eicher; Ulf Diederichsen; Andreas Speicher
Publisher: Weinheim : Wiley, cop. 2007.
Edition/Format:   Book : English
Summary:

Presenting a broad spectrum of modern total synthesis of natural products, pharmaceuticals, heterocycles, C-C bonding and biochemical reactions, this practical textbook readily guides readers to the  Read more...

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Genre/Form: Laboratory manuals
Document Type: Book
All Authors / Contributors: Lutz F Tietze; Theophil Eicher; Ulf Diederichsen; Andreas Speicher
ISBN: 9783527312238 3527312234
OCLC Number: 262902114
Description: XVI, 582 p. : ill. ; 24 cm.
Contents: 1 C-C Bond formation. Introduction. 1.1 Nucleophilic addition to aldehydes, ketones, carboxylic acid derivatives (esters, anhydrides), and alpha,beta-unsaturated carbonyl compounds; carbonyl olefination. 1.1.1 (E)-Acetoxy-2-methyl-2-butenal. 1.1.2 (S)-2,3-Dimethylhex-5-en-3-ol. 1.1.3 (S)-5-Oxo-3,5-diphenylpentanoic acid methyl ester. 1.1.4 (S)-3-Phenylheptanoic acid. 1.1.5 Ethyl 8-chloro-4-methyl naphthalene-2-carboxylate. 1.1.6 ( )-4-Hydroxy-ar-himachalane. 1.1.7 Methylenecyclododecane. 1.2 Alkylation of aldehydes/ketones, carboxylic acids, and beta-dicarbonyl compounds. 1.2.1 (+)-(S)-4-Methylheptan-3-one. 1.2.2 (S)-2-Isopropylhex-4-yn-1-ol. 1.2.3 3-Oxo-5-phenylpentanoic acid methylester. 1.3 Reactions of the aldol and Mannich type. 1.3.1 Olivetol. 1.3.2 (+)-(7aS)-7,7a-Dihydro-7a-methyl-1,5(6H)-indanedione. 1.3.3 Cyclohexyl 2-benzoylamino-2-(2'-oxocyclohexyl) acetate. 1.3.4 (S)-1-Hydroxy-1,3-diphenyl-3-propanone. 1.3.5 [(1S,2R,6R)-2-Hydroxy-4-oxo-2,6-diphenyl]cyclohexane carboxylic acid ethyl ester. 1.4 Electrophilic and nucleophilic acylation. 1.4.1 (-)-Ethyl (1R)-1-methyl-2-oxocyclopentane-1-carboxylate. 1.4.2 Ethyl (S)- and (R)-2-hydroxy-4-phenylbutanoate. 1.4.3 Naproxen. 1.4.4 3-Benzoylcyclohexanone. 1.5 Reactions of alkenes via carbenium ions. 1.5.1 Piperine. 1.5.2 Cicloxilic acid. 1.5.3 beta-Ionone. 1.6 Transition-metal-catalyzed reactions. 1.6.1 (E)-4-Chlorostilbene. 1.6.2 2-Cyanomethyl-3',4'-dimethoxybiphenyl. 1.6.3 (2-Phenylethynyl)aniline. 1.6.4 3,3-Dimethylcyclohexanone. 1.7 Pericyclic reactions. 1.7.1 Tranylcypromine. 1.7.2 11,11-Difluoro-1,6-methano[10]annulene. 1.7.3 Dimethyl heptalene-1,2-dicarboxylate. 1.7.4 Dimethyl 1,8-bishomocubane-4,6-dicarboxylate. 1.7.5 alpha-Terpineol. 1.7.6 Bicyclo[2.2.2]octene derivative. 1.8 Radical reactions. 1.8.1 Ethyl 4,6,6,6-tetrachloro-3,3-dimethylhexanoate. 1.8.2 3-Bromophenanthrene. 2 Oxidation and reduction. 2.1 Epoxidation of C=C bonds. 2.1.1 Sharpless.Katsuki epoxidation. 2.1.2 Jacobsen epoxidation. 2.2 Dihydroxylation of C=C bonds. 2.2.1 Sharpless dihydroxylation. 2.3 Oxidation of alcohols to carbonyl compounds. 2.3.1 Swern oxidation. 2.3.2 Dess.Martin oxidation. 2.3.3 Perruthenate oxidation. 2.3.4 TEMPO oxidation. 2.4 Enantioselective reduction of ketones. 2.4.1 BINAL-H -Reduction of butyrophenone. 2.4.2 CBS-Reduction of acetophenone. 3 Heterocyclic compounds. Introduction. 3.1 Three- and four-membered heterocycles. 3.1.1 (S)-Propranolol. 3.1.2 Oxetane derivative. 3.1.3 Azetidin-2-one derivative. 3.2 Five-membered heterocycles. 3.2.1 2,4-Diphenylfuran. 3.2.2 3,4-Dimethylpyrrole. 3.2.3 4,6-Dimethoxybenzo[b]thiophene. 3.2.4 2-Phenylindole. 3.2.5 Melatonin. 3.2.6 3-(4-Methylbenzoylamino)-1-phenyl-4,5-dihydropyrazole. 3.2.7 Camalexin. 3.2.8 Microwave-assisted pyrazole synthesis. 3.3 Six-membered heterocycles 293 3.3.1 Azine and diazine syntheses with acetoacetate. 3.3.2 (R)-Salsolidine. 3.3.3 Epirizole. 3.3.4 Ras farnesyltransferase inhibitor. 3.3.5 ( )-Dihydrexidine. 3.4 Condensed heterocycles. 3.4.1 6-Ethoxycarbonylnaphtho[2,3-a]indolizine-7,12-quinone. 3.4.2 EGF-R-Pyrrolo[2,3-d]pyrimidine. 3.4.3 7-Phenyl-1,6-naphthyridine. 3.4.4 Caffeine. 3.4.5 Nedocromil analogon. 3.4.6 High-pressure reaction. 3.5 Other heterocyclic systems; heterocyclic dyes. 3.5.1 ( )-Samin. 3.5.2 Dibenzopyridino[18]crown-6. 3.5.3 Indigo. 3.5.4 Pyrvinium iodide. 3.5.5 2,3,7,8,12,13,17,18-Octamethylporphyrin. 3.5.6 Synthesis of a rotaxane. 4 Selected natural products 4.1 Alkaloids. Introduction. 4.1.1 Hirsutine. 4.1.2 rac-2,3-Dimethoxyberbine. 4.1.3 Buflavine. 4.2 Isoprenoids. Introduction. 4.2.1 ( )-trans-Chrysanthemic acid. 4.2.2 Nerol. 4.2.3 (-)-Menthol. 4.2.4 Artemisia ketone. 4.2.5 Veticadinol. 4.2.6 all-trans-Vitamin A acetate. 4.3 Carbohydrates. Introduction. 4.3.1 Synthesis of glycosyl donors. 4.3.2 Glycosylations of glucosyl donors with cyclopentanol. 4.4 Amino acids and peptides. Introduction. 4.4.1 N-Boc-N-methyl-(S)-alanyl nucleo amino acid. 4.4.2 (S)-Homoproline. 4.4.3 Amino acid resolution with amino acylase. 4.4.4 gamma,delta-Unsaturated alpha-amino acids. 4.4.5 Passerini hydroxyamide. 4.4.6 Aspartame. 4.4.7 Ugi dipeptide ester. 4.4.8 Solid-phase synthesis of beta-peptides. 4.5 Nucleotides and oligonucleotides. Introduction. 4.5.1 2',3'-Dibenzoyl-6'-O-DMT-β-D-glucopyranosyl-uracil 4'-O-phosphoramidite. 4.5.2 Solid-phase Synthesis of Nucleic acids. 5 Index of reactions. 6 Index of products. 7 Subject Index.
Responsibility: Lutz F. Tietze, Theophil Eicher, Ulf Diederichsen, Andreas Speicher.

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"I thoroughly recommend this textbook for any of its target audience. It should be in every library ... And on the personal bookshelves of each of its intended readers as well... .An invaluable aid." Read more...

 
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