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A new type of optically pure primary amino aromatic Tf-amide organocatalyst can be easily prepared from 8-amino-1-tetralone, and its chemical behavior was investigated in the context of asymmetric aldol and Mannich reactions. Most notably, the asymmetric aldol reaction proceeded smoothly in brine. [ABSTRACT FROM AUTHOR]

An efficient method for the stereoselective synthesis of vinyl iodides is described. The reactions of vinyl bromides with potassium iodide proceed smoothly in the presence of a copper catalyst under mild reaction conditions to produce the corresponding vinyl iodides stereospecifically and in satisfactory to excellent yields. [ABSTRACT FROM AUTHOR]

Reducing the size of bulk metals to nanometer scale can result in the display of extraordinary physical and chemical properties. Typically, metal nanoparticles (MNPs) are prepared from metal atoms or metal salts and show remarkable catalytic properties. Metal nanopores (MNPores) are prepared through a totally reverse approach (from bulk metal to nanosized metal): alloy M1M2 is fabricated from metal M1 and metal M2, and then dealloying of M2 results in a nanoporous framework of metal M1. This account summarizes MNPore-catalyzed reactions developed in our group, and their comparison with other representative catalytic reactions. 1 Introduction 1.1 Fabrication and Structural Characteristics of Nanoporous Gold 2 Oxidation Reactions 2.1 Oxidation of Alcohols 2.2 Synthesis of Formamides Through Oxidative Coupling of Methanol with Amines 2.3 Oxidation of Silanes 3 Reduction Reactions 3.1 Semihydrogenation of Alkynes 3.2 Reduction of Quinoline 3.3 Reduction of Imines and Reductive Amination of Carbonyls 3.4 Reduction of α,β-Unsaturated Aldehydes 3.5 1,4-Hydrosilylation of Cyclic Enones 4 Formation of C--Si, C--B, and C--C Bonds Using Alkynes 4.1 Hydrosilylation of Alkynes 4.2 Diboration of Alkynes 4.3 Benzannulation Reaction 5 CuNPore-Catalyzed Click Reaction 6 Suzuki, Negishi and Heck Coupling Reactions 7 Concluding Remarks. [ABSTRACT FROM AUTHOR]

A set of nicotinic acid derived tetrazines were synthesized and evaluated for activity in inverse-electron-demand Diels-Alder (IEDDA) reactions with various dienophiles. It was found that the performance of these tetrazines is governed by two factors. Theoretical and experimental investigations showed that steric effects may override the energetically predicted order of reactivity. Making a compromise between reactivity and stability, a selected tetrazine was incorporated into a deoxynucleotide to afford a bioorthogonalized building block enabling IEDDA-based tagging schemes of nucleic acids. [ABSTRACT FROM AUTHOR]