Schlagwort(e):
Stereochemistry.
;
Organic compounds -- Synthesis.
;
Electronic books.
Materialart:
Online-Ressource
Seiten:
1 online resource (362 pages)
Ausgabe:
1st ed.
ISBN:
9783527606979
URL:
https://ebookcentral.proquest.com/lib/geomar/detail.action?docID=481400
DDC:
547.1223
Sprache:
Englisch
Anmerkung:
Intro -- Quaternary Stereocenters -- Contents -- Foreward -- Preface -- List of Contributors -- Symbols and Abbreviations -- 1 Important Natural Products -- 1.1 Introduction -- 1.2 Alkylation of Tertiary Carbon Centers -- 1.3 Cycloaddition to Alkenes -- 1.3.1 Diels-Alder Reaction -- 1.3.2 Other Types of Cycloaddition -- 1.4 Rearrangement Reactions -- 1.5 Carbometallation Reactions -- 1.5.1 Addition of a Carbon Nucleophile to a β,β-Disubstituted α,β-Unsaturated Enone -- 1.5.2 Asymmetric and Diastereomeric Addition of a Carbon Nucleophile to Unactivated Alkenes Catalyzed by Palladium [42] -- 1.6 C-H Functionalization Reactions -- 1.7 Asymmetric Modification of Enantiotopic/Diastereotopic Substituents of Quaternary Carbon Centers -- 1.8 Summary -- 2 Important Pharmaceuticals and Intermediates -- 2.1 The Chirality of Drugs and Agrochemicals -- 2.2 Steroids -- 2.3 Pharmaceuticals and Agrochemicals Based on α-Dialkylated Amino Acids -- 2.4 Azole Antimycotics -- 2.5 Alkaloids -- 2.6 HIV Inhibitors -- 2.7 β-Lactam Antibiotics -- 2.8 The Tetracyclines -- 2.9 Summary and Outlook -- 3 Aldol Reactions -- 3.1 Introduction -- 3.2 Metal Enolates -- 3.2.1 Lithium Enolates -- 3.2.2 Titanium and Zirconium Enolates -- 3.2.3 Boron Enolates -- 3.3 Catalytic Aldol Additions -- 3.3.1 Fluoride-ion-mediated Aldol Addition -- 3.3.2 Lewis-acid-mediated Mukaiyama-type Aldol Reactions -- 3.3.3 Direct Aldol Additions -- 3.3.4 Organocatalysis -- 3.3.5 Enzyme and Antibody Catalysis -- 3.4 Conclusions -- 3.5 Note Added in Proof -- 4 Michael Reactions and Conjugate Additions -- 4.1 Introduction -- 4.2 Chiral Brönstedt Bases -- 4.2.1 Cinchona Alkaloids -- 4.2.2 Polymer-bound Alkaloids -- 4.2.3 Organocatalysis -- 4.2.4 Miscellaneous Examples -- 4.3 Chiral Metal Complexes -- 4.3.1 Cobalt and Copper Catalysis -- 4.3.2 Rhodium Catalysis -- 4.3.3 Heterobimetallic Catalysis.
,
4.3.4 Miscellaneous Examples -- 4.4 Chiral Auxiliaries -- 4.4.1 α-Phenethylamine -- 4.4.2 L-Valine Ester -- 4.4.3 L-Valine Diethylamide -- 4.4.4 Miscellaneous Examples -- 5 Rearrangement Reactions -- 5.1 Introduction -- 5.2 Applications -- 5.2.1 The Claisen Rearrangement -- 5.2.2 The Overman Rearrangement -- 5.2.3 The Cope Rearrangement -- 5.2.4 The Wittig Rearrangement -- 5.2.5 Semipinacol Rearrangements -- 5.2.6 Miscellaneous -- 5.3 Summary -- 6 Cycloaddition Reactions -- 6.1 Introduction -- 6.2 [2+1] Cycloaddition Reactions -- 6.3 [2+2] Cycloaddition Reactions -- 6.4 1,3-Dipolar Cycloaddition Reactions -- 6.4.1 Nitrone Cycloadditions -- 6.4.2 Other 1,3-Dipolar Cycloadditions -- 6.5 Diels-Alder Reactions -- 6.6 Hetero-Diels-Alder Reactions -- 6.6.1 The Carbonyl Group as Dienophile -- 6.6.2 α,β-Unsaturated Carbonyl Derivatives as Heterodienes -- 6.6.3 Imine Derivatives as Heterodienophiles -- 6.7 Consecutive Cycloaddition Reactions -- 7 Asymmetric Cross-coupling and Mizoroki-Heck Reactions -- 7.1 The Asymmetric Heck Reaction -- 7.1.1 Introduction -- 7.1.2 Mizoroki-Heck Reaction Mechanism -- 7.1.3 Asymmetric Formation of Quaternary Carbon Centers -- 7.2 Metal-catalyzed Cross-coupling Reactions -- 7.2.1 Palladium-catalyzed α-Arylation -- 7.2.2 Palladium-catalyzed α-Vinylation -- 7.2.3 Intramolecular Palladium-catalyzed α-Arylation of Amides -- 7.2.4 Palladium-catalyzed Rearrangements -- 7.2.5 Desymmetrizing Suzuki Couplings of meso-Substrates -- 7.3 Summary -- 8 Alkylation of Ketones and Imines -- 8.1 Introduction -- 8.2 Diastereoselective Additions -- 8.2.1 Chiral Nucleophiles -- 8.2.2 Chiral Electrophiles -- 8.3 Enantioselective Additions by Modulated Processes -- 8.3.1 Alkylation Processes -- 8.3.2 Allylation Processes -- 8.3.3 Alkynylation Processes -- 8.4 Enantioselective Additions by Promoted Processes -- 8.4.1 Alkylation Processes.
,
8.4.2 Allylation Processes -- 8.4.3 Arylation Processes -- 8.4.4 Alkenylation Processes -- 8.4.5 Alkynylation Processes -- 8.4.6 Miscellaneous Processes -- 9 Asymmetric Allylic Alkylation -- 9.1 Introduction -- 9.2 Electrophilic Allylic Alkylation -- 9.2.1 Direct Allylation of Enolates -- 9.2.2 Palladium-catalyzed Allylation -- 9.2.3 γ-Attack on Electrophilic Allylic Substrates -- 9.3 Nucleophilic Allylic Alkylation -- 9.3.1 Allylation of Trisubstituted Electrophilic Carbon Centers -- 9.3.2 γ-Addition of Allylic Nucleophiles to Aldehydes -- 9.4 Miscellaneous Methods -- 9.5 Outlook -- 10 Phase-Transfer Catalysis -- 10.1 Introduction -- 10.2 Carbon-Carbon Bond Formation Through PTC -- 10.2.1 Alkylation -- 10.2.2 Michael Addition Reaction -- 10.2.3 The Darzens Reaction -- 10.2.4 Cyclopropanation -- 10.3 Carbon-Heteroatom Bond Formation Through PTC -- 10.3.1 α-Hydroxylation -- 10.3.2 Epoxidation -- 10.3.3 α-Fluorination -- 10.4 Conclusion -- 11 Radical Reactions -- 11.1 Introduction -- 11.2 Radical Cyclization -- 11.3 Atom- and Group-transfer Cyclizations -- 11.3.1 Diastereoselective Atom- and Group-transfer Cyclizations -- 11.3.2 Enantioselective Atom-transfer Cyclizations -- 11.4 Intermolecular Radical Allylations -- 11.4.1 Diastereoselective Allylation -- 11.4.2 Enantioselective Allylation -- 11.5 Other Metallic Reagents -- 11.5.1 Cobalt-catalyzed Tandem Radical Cyclization/Cross-coupling -- 11.5.2 Samarium Diiodide-mediated Radical Reactions -- 11.5.3 Manganese(III)-based Oxidative Radical Cyclizations -- 11.5.4 Titanocene-mediated Radical Cyclizations -- 11.6 Radical Reactions in the Solid State -- 11.7 Conclusion -- 11.8 Experimental -- 12 Enzymatic Methods -- 12.1 Introduction -- 12.2 Strategies for the Kinetic Resolution of Sterically Demanding Substrates -- 12.2.1 Kinetic Resolution of Chiral Substrates -- 12.2.2 Directed Evolution.
,
12.2.3 Screening of Biocatalysts -- 12.2.4 Systematic Analysis of Sequence and Structure -- 12.2.5 Molecular Modeling and Protein Engineering -- 12.2.6 Use of Remote or Alternative Cleavage Sites -- 12.2.7 Reaction Engineering -- 12.3 Conclusion -- Index.
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