Cover image for Organic Stereochemistry : Experimental and Computational Methods.
Organic Stereochemistry : Experimental and Computational Methods.
Title:
Organic Stereochemistry : Experimental and Computational Methods.
Author:
Zhu, Hua-Jie.
ISBN:
9783527688173
Personal Author:
Edition:
1st ed.
Physical Description:
1 online resource (337 pages)
Contents:
Cover -- Title Page -- Copyright -- Contents -- Preface -- Acknowledgments -- List of Abbreviations -- Part I Fundamentals -- Chapter 1 Chirality -- 1.1 Introduction -- 1.2 Tetrahedron of Carbon -- 1.2.1 Terpenoids -- 1.2.2 Flavonoids -- 1.2.3 Alkaloids -- 1.2.4 Steroids -- 1.2.5 Glycosides -- 1.2.6 Others -- 1.3 Other Stereogenic Centers -- 1.4 Optical Characteristics -- 1.4.1 Measurement of OR -- 1.4.2 ECD and Its Definition -- 1.4.3 Outline of VCD -- 1.4.4 Outline of ROA -- References -- Chapter 2 Non-optical Method in Configuration Study -- 2.1 13C NMR Spectra -- 2.1.1 NMR and Atomic Structure -- 2.1.2 13C NMR Calculation -- 2.1.3 1H NMR -- 2.1.4 13C NMR Prediction and Conformational Search -- 2.2 X-Ray Diffraction and Mosher Method -- 2.2.1 X-Ray Diffraction -- 2.2.2 Mosher Method -- 2.3 Transition State Energy and Chirality Selectivity -- 2.4 Separation of Chiral Compounds -- 2.4.1 Chiral Organic Bases -- 2.4.2 Chiral Organic Acids -- 2.4.3 Chiral Organic Alcohols -- 2.4.4 Others -- References -- Part II Techniques -- Chapter 3 Optical Rotation (Rotatory Dispersion, ORD) -- 3.1 Introduction -- 3.2 Quantum Theory -- 3.3 Matrix Model -- 3.3.1 Matrix Basis -- 3.3.2 Explanation of General OR Characteristics -- 3.3.2.1 Sample Calculations -- 3.3.2.2 Calculated Values in Same Series of Compounds -- 3.4 ORD -- 3.5 Application -- 3.5.1 AC Assignment for Mono-Stereogenic Center Compounds -- 3.5.2 Matrix Model Application -- 3.5.3 AC Assignment for Poly-Stereogenic Center Compounds -- 3.5.4 Using ORD Method -- References -- Chapter 4 Electronic Circular Dichroism -- 4.1 Exciton Chirality CD -- 4.2 ECD Characteristics for Chiral Metallic Compounds -- 4.3 Quantum Theory Basis -- 4.4 Principle Using ECD -- 4.5 Application -- 4.5.1 Procedure to Do ECD -- 4.5.2 ECD Application -- 4.5.3 UV Correction -- References.

Chapter 5 Vibrational Circular Dichroism and Raman Optical Activity -- 5.1 Exciton Chirality -- 5.2 Quantum Theory Basis -- 5.2.1 VCD and IR -- 5.2.2 ROA and Raman Scattering -- 5.3 Principles Using VCD and ROA -- 5.4 Application -- 5.4.1 VCD Application -- 5.4.2 ROA Application -- References -- Chapter 6 Combinational Use of Different Methods -- 6.1 Tactics to Select Methods -- 6.1.1 13C NMR Methods -- 6.1.2 OR and ORD -- 6.1.3 Matrix -- 6.1.4 ECD -- 6.1.5 VCD Method -- 6.2 Examples and Discussion -- 6.3 Revised Structures -- 6.3.1 ORD Method -- 6.3.2 Combinational Use of OR and ECD -- 6.3.3 VCD and ECD -- 6.3.4 Comprehensive Use of OR, ECD, and VCD -- References -- Part III Reactions -- Chapter 7 Enantioselective Reaction -- 7.1 Enantioselective Addition -- 7.1.1 Organic Zn- or Zn-Ti Reagent -- 7.1.2 Organic Cu-Zn, Cu-Li Reagent -- 7.1.3 Organo-Fe Complexes -- 7.1.4 Other Organo-Metallic Complexes -- 7.1.5 Organo-Si Reagents -- 7.2 Enantioselective Reduction -- 7.2.1 Green Chemistry -- 7.3 Enantioselective Oxidation -- 7.4 Prediction of ee Using Calculations -- 7.5 Catalyst Types -- 7.5.1 Amino Alcohols -- 7.5.2 Chiral Ligands Containing N-O Group -- 7.5.3 Chiral Axial Catalysts -- 7.5.4 Solid-Supported Chiral Compounds -- 7.5.5 Spiral Chiral Compounds -- 7.5.6 Asymmetric-Axle-Supported Chiral Catalyst -- 7.5.7 Chiral Shiff-Base Ligands -- 7.5.8 Some Asymmetric Lewis Acids -- 7.5.9 Organic P-Containing Ligands -- 7.6 Three Phenomena -- 7.6.1 Chirality Amplification (Nonlinear Effect) -- 7.6.2 Auto-Self Catalysis -- 7.6.3 Odd-Even Carbon Effect -- References -- Chapter 8 Chemoselective Reaction -- 8.1 Chemoselective Additions -- 8.1.1 Addition to C=O or C=C Groups -- 8.2 Chemoselective Reduction -- 8.3 Chemoselective Oxidation -- 8.4 Other Chemoselective Reactions -- References -- Chapter 9 Stereoselective Reaction -- 9.1 Conformational Study.

9.2 Effect of Conformation on Reactions -- 9.3 Regioselective Reactions -- 9.4 Diastereoselective Reactions -- 9.4.1 Diastereoselective Additions -- 9.4.2 Other Diastereoselective Reactions -- 9.5 Calculation Using Theoretical Protocol -- References -- Chapter 10 Total Organic Synthesis -- 10.1 Introduction -- 10.2 Retrosynthesis Strategies -- 10.3 Examples in Synthesis -- 10.3.1 (+)-Hirsutene -- 10.3.2 (2R,3S)-Rubiginone A2 and Its Analog -- 10.3.3 (+)-Brefeldin A -- 10.3.4 Malyngamide U and Its AC Reassignment -- 10.3.5 Taxol Derivatives -- 10.3.6 Amphidinolide T2 and Its Derivatives -- 10.3.7 (+)-Vindoline -- 10.4 Calculation in Total Synthesis -- References -- Index -- EULA.
Local Note:
Electronic reproduction. Ann Arbor, Michigan : ProQuest Ebook Central, 2017. Available via World Wide Web. Access may be limited to ProQuest Ebook Central affiliated libraries.
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