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The nickel-catalyzed coupling of aldehydes and alkynes has evolved into a broadly useful procedure for the preparation of allylic alcohols. An overview of the many variants of the process, illustrations of complex synthetic applications, and a discussion of mechanism is provided. Additionally, a brief summary of mechanistically related nickel-catalyzed processes as well as a description of alternate...
This review presents a description of the C–C bond-forming reactions that have emerged in the field of titanocene mediated or catalyzed epoxide opening over the last 5 years or so. The powerful tandem sequences for polycylization will be especially emphasized.
Recent advances in the metal-catalyzed one-electron reduction reactions are described in this chapter. One-electron reduction induced by redox of early transition metals including titanium, vanadium, and lanthanide metals provides a variety of synthetic methods for carbon–carbon bond formation via radical species, as observed in the pinacol coupling, dehalogenation, and related radical-like reactions...
Catalytic transformations mediated by hydrogen or “hydrogenations” encompass a diverse range of environmentally benign processes, including large volume transformations of enormous socioeconomic impact, such as the Haber–Bosch process and the reduction of olefinic feedstocks. Despite considerable progress across diverse areas of catalytic hydrogenation, reductive C–C bond formations mediated by hydrogen...
Transition metal-catalyzed conjugate reductions of α,β-unsaturated carbonyl compounds mediated by hydride sources, such as hydrosilanes or molecular hydrogen, enable in-situ generation of transition metal enolates. These are capable of coupling to aldehydes, ketones, α,β-unsaturated carbonyl compounds, or imines to furnish the corresponding aldol, Michael, or Mannich products, respectively. In these...
Recent advances in synthetic aspects of the rhodium-catalyzed hydroformylation of alkenes are reviewed. Emphasis is given to practical improvements, efficient new catalysts for regioselective and enantioselective hydroformylation, and to applications of the reaction in organic synthesis. Furthermore, new developments in directed hydroformylation are covered as well as new approaches toward efficient...
Nickel-catalyzed allylation and homoallylation of carbonyl compounds with conjugated dienes promoted by a several kind of organometallic reagents are described. In the presence of Ni(cod)2, trialkylsilanes (R3SiH) serve as reducing agents and promote ω-dienyl aldehydes to undergo intramolecular allylation with high regio- and stereoselectivity. In the presence of indium(I) iodide, Ni(acac)2 catalyzes...
Significant advances have been made in the study of catalytic reductive coupling of alkenes and alkynes over the past 10 years. This work will discuss the progress made in early transition metal and lanthanide series catalytic processes using alkyl metals or silanes as the stoichiometric reductants and the progress made in the use of late transition metals for the same reactions using silanes, stannanes...
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