Modern Gold Catalyzed Synthesis Book

HYDROCHLORINATION OF ACETYLENE CATALYZED BY GOLD Introduction Reactions of Alkynes Using Gold Chloride as Catalyst The Correlation of E88 with the Activity of Gold for the Hydrochlorination of Acetylene Central Role of Au3 p and Regeneration of Au/C Catalysts Reaction Mechanism of Alkynes Over Au/C Catalysts Chemical Origin of the E8 Correlation and General Remarks Commercial Processes and Economic Aspects of Vinyl Chloride Monomer Manufacture

GOLD-CATALYZED REDUCTION REACTIONS Introduction Hydrogenation of Multiple C-C Bonds. Role of the Gold Oxidation State Hydrogenation of a,b-Unsaturated Aldehydes Hydrogenation of Substituted Nitroaromatic Compounds

GOLD-CATALYZED BENZANNULATIONS: ASAO -
YAMAMOTO BENZOPYRYLIUM PATHWAY Introduction Acetylenic Compounds as 2p Systems Enols as 2p Systems Enol Ethers as 2p Systems Benzynes as 2p Systems Synthesis of Phthalazine Derivatives Application to the Synthesis of Angucyclinone Antibiotics and Other Applications in Total Synthesis Copper-Catalyzed Benzannulations Conclusion

GOLD-CATALYZED REACTIONS OF PROPARGYL ESTERS, PROPARGYL ALCOHOLS, AND RELATED COMPOUNDS Introduction and Extent of This Chapter Propargyl Esters Propargyl Ethers Propargyl Alcohols Propargyl Amines Propargyl Carbonates, Amides, and Carbamates Other Propargyl Substitution Patterns Conclusion

INTRAMOLECULAR HYDROARYLATION OF ALKYNES Introduction Intramolecular Reactions of Arenes with Alkynes Intramolecular Reactions of Electron-Rich Heteroarenes with Alkynes Conclusion and Outlook

GOLD -
ALKYNE COMPLEXES Introduction Description of the M - p-Bond Interaction in Alkene and Alkyne Complexes Gold(0) Complexes Gold(I) Complexes Gold(III) complexes Theoretical Studies

GOLD -
ALKENE COMPLEXES Introduction Gold(0) Derivatives Gold(I) Complexes Gold(III) Complexes Theoretical Studies

HYDRATION AND HYDROALKOXYLATION OF CC MULTIPLE BONDS Historical Perspective Gold Catalysts Hydration and Hydroalkoxylation of CC Triple Bonds (Alkynes)
Hydration and Hydroalkoxylation of CC Double Bonds (Allenes and Alkenes)

GOLD-CATALYZED ALDOL AND RELATED REACTIONS The Gold-Catalyzed Aldol Reaction Related Reactions

GOLD-CATALYZED OXIDATION REACTIONS: OXIDATION OF ALKENES Introduction Epoxidation Reactions Aziridination Reactions Oxidative Cleavage of C-C Double Bonds Oxygen Transfer to Carbenoids

GOLD-CATALYZED OXYGEN-ATOM TRANSFER TO ALKYNES Introduction Oxygen-Atom Transfer from NO Groups Oxygen-Atom Transfer from Sulfoxides Oxygen-Atom Transfer from Epoxides Gold-Catalyzed Oxidative Coupling

GOLD-CATALYZED ADDITIONS TO ALKENES: N-NUCLEOPHILES

GOLD-CATALYZED ADDITIONS TO ALKENES: O-NUCLEOPHILES

OXIDATION OF ALCOHOLS AND CARBOHYDRATES Introduction Selective Oxidation of Alcohols Selective Oxidation of Carbohydrates Future Applications Conclusion

APPLICATIONS OF GOLD-CATALYZED REACTIONS TO NATURAL PRODUCT SYNTHESIS Introduction Addition of Heteroatom Nucleophiles to Alkynes Addition of Heteroatom Nucleophiles to Allenes Cycloadditions via Pyrylium Intermediates from o-Alkynylacylarenes Rearrangements of Propargyl Esters Skeletal Rearrangement of 3-Butynyl-N-Oxides: (_)-Cermizine and Lentiginosine Enyne Cyclizations Propargyl Claisen Rearrangement: Azadirachtin Gold-Catalyzed C-H Activation: (_)-Pterocarpan and Crassifolone Gold-Catalyzed Allylic Amination: (_)-Angustureine Catalytic Asymmetric Aldol Reaction of Isocyanoacetates and Aldehydes

GOLD-CATALYZED ADDITION REACTIONS TO ALLENES Introduction Addition of Heteroatom Nucleophiles Addition of Carbon Nucleophiles Conclusion