C=C reactions are highly attractive as they are additions, and thus by nature highly atom-economic. Specific topics discussed: stereoselective addition of one or more carbon or heteroatom groups across a C=C bond (e.g., dihydroxylation, hydroboration, hydroamination, conjugate addition), epoxidation, aziridination, and cyclopropanation.

This volume is part of a 3-volume set: Science of Synthesis Stereoselective Synthesis Workbench Edition

Further information about Stereoselective Synthesis (including sample pages and the table of contents)

1;Science of Synthesis: Stereoselective Synthesis 1 - Stereoselective Reactions of Carbon-Carbon Double Bonds;1 1.1;Organizational Structure of Science of Synthesis;2 1.2;Science of Synthesis Reference Library;3 1.3;Title page;5 1.4;Imprint;7 1.5;Preface;8 1.6;Volume Editors' Preface;10 1.7;Stereoselective Synthesis Volumes;12 1.8;Abstracts;14 1.9;Overview;24 1.10;Table of Contents;26 1.11;Introduction;42 1.12;1.1 Dihydroxylation, Aminohydroxylation, Diamination, and Dibromination of Carbon--Carbon Double Bonds;46 1.12.1;1.1.1 1,2-Dihydroxylation of Alkenes;46 1.12.1.1;1.1.1.1 Ruthenium-Catalyzed 1,2-Dihydroxylation of Alkenes;47 1.12.1.2;1.1.1.2 Sharpless Asymmetric Dihydroxylation of Alkenes;51 1.12.1.3;1.1.1.3 Secondary Cycle Catalysis;67 1.12.2;1.1.2 Ketohydroxylation of Alkenes;71 1.12.3;1.1.3 1,2-Diboration of Alkenes;74 1.12.4;1.1.4 1,2-Dibromination of Alkenes;74 1.12.5;1.1.5 1,2-Aminohydroxylation of Alkenes;75 1.12.5.1;1.1.5.1 Tethered Aminohydroxylation of Alkenes;85 1.12.6;1.1.6 Ketamination of Alkenes;91 1.12.7;1.1.7 1,2-Aminoacetoxylation and 1,2-Aminoalkoxylation of Alkenes;92 1.12.8;1.1.8 1,2-Diamination of Alkenes;95 1.12.8.1;1.1.8.1 Palladium- and Nickel-Catalyzed Diamination of Alkenes;95 1.12.8.2;1.1.8.2 Copper-Catalyzed Diamination of Alkenes;102 1.12.9;1.1.9 Summary;104 1.13;1.2 Epoxidation of Carbon--Carbon Double Bonds;110 1.13.1;1.2.1 Enantioselective Epoxidation of Allylic Alcohols and Related Substrates;111 1.13.1.1;1.2.1.1 Titanium/Tartrate-Catalyzed Enantioselective Epoxidation;111 1.13.1.1.1;1.2.1.1.1 Kinetic Resolution of Secondary Allylic Alcohols;114 1.13.1.1.2;1.2.1.1.2 Desymmetrization;117 1.13.1.2;1.2.1.2 Zirconium-Catalyzed Enantioselective Epoxidation of Homoallylic Alcohols;118 1.13.1.3;1.2.1.3 Vanadium-Catalyzed Enantioselective Epoxidation;118 1.13.1.3.1;1.2.1.3.1 Enantioselective Epoxidation of Homoallylic Alcohols;120 1.13.1.3.2;1.2.1.3.2 Kinetic Resolution of Racemic Secondary Allylic Alcohols and Homoallylic Alcohols;121 1.13.1.3.3;1.2.1.3.3 Desymmetrization;122 1.13.1.4;1.2.1.4 Niobium-Catalyzed Enantioselective Epoxidation;122 1.13.2;1.2.2 Enantioselective Epoxidation of Nonfunctionalized Alkenes;123 1.13.2.1;1.2.2.1 Manganese-Catalyzed Enantioselective Epoxidation;123 1.13.2.2;1.2.2.2 Iron-Catalyzed Enantioselective Epoxidation;128 1.13.2.3;1.2.2.3 Ruthenium-Catalyzed Enantioselective Epoxidation;132 1.13.2.4;1.2.2.4 Titanium-Catalyzed Enantioselective Epoxidation;135 1.13.2.4.1;1.2.2.4.1 Using Titanium--Salalen Complexes;135 1.13.2.4.2;1.2.2.4.2 Using a Titanium--Salan Complex;138 1.13.2.4.3;1.2.2.4.3 Using a Titanium Complex of a Proline-Derived Salan;139 1.13.2.5;1.2.2.5 Molybdenum-Catalyzed Enantioselective Epoxidation;140 1.13.2.6;1.2.2.6 Platinum-Catalyzed Enantioselective Epoxidation;142 1.13.2.7;1.2.2.7 Chiral Ketone Catalyzed Enantioselective Epoxidation;144 1.13.2.7.1;1.2.2.7.1 Using Yang's Ketone;145 1.13.2.7.2;1.2.2.7.2 Using Shi's Ketone;146 1.13.2.7.2.1;1.2.2.7.2.1 With Hydrogen Peroxide;149 1.13.2.7.3;1.2.2.7.3 Miscellaneous Methods;150 1.13.2.8;1.2.2.8 Chiral Iminium Salt Catalyzed Enantioselective Epoxidation;151 1.13.2.9;1.2.2.9 Chiral Peracid Catalyzed Enantioselective Epoxidation;152 1.13.3;1.2.3 Enzymatic Epoxidation;153 1.13.3.1;1.2.3.1 Using Cytochrome P450;154 1.13.3.2;1.2.3.2 Using Styrene Monooxygenase;156 1.13.3.3;1.2.3.3 Using Chloroperoxidase;157 1.14;1.3 Epoxidation of Enones by Nucleophilic Oxidation;164 1.14.1;1.3.1 Poly(amino acid)-Catalyzed Epoxidation;166 1.14.1.1;1.3.1.1 Three-Phase Conditions;166 1.14.1.2;1.3.1.2 Two-Phase Conditions;169 1.14.1.3;1.3.1.3 Triphasic/Phase-Transfer-Catalyzed Conditions and Scale Up;170 1.14.1.4;1.3.1.4 Homogeneous Catalytic Epoxidation;171 1.14.1.4.1;1.3.1.4.1 Mechanistic Considerations;172 1.14.2;1.3.2 Chiral-Ligand Metal--Peroxide Systems;173 1.14.2.1;1.3.2.1 Zinc-Mediated Asymmetric Epoxidation;173 1.14.2.2;1.3.2.2 Lanthanide--1,1'-Bi-2-naphthol Systems