Small-molecule H-bond donors in asymmetric catalysis.

Asymmetric 1,3-Dipolar Cycloaddition Reactions

Huisgen's 1,3-dipolar cycloadditions become nonconcerted when copper(I) acetylides react with azides and nitrile oxides, providing ready access to 1,4-disubstituted 1,2,3-triazoles and 3,4-disubstituted isoxazoles, respectively. The process is highly reliable and exhibits an unusually wide scope with respect to both components. Computational studies revealed a stepwise mechanism involving unprecedented metallacycle intermediates, which appear to be common for a variety of dipoles.

Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates.

Asymmetric multicomponent reactions involve the preparation of chiral compounds by the reaction of three or more reagents added simultaneously. This kind of addition and reaction has some advantages over classic divergent reaction strategies, such as lower costs, time, and energy, as well as environmentally friendlier aspects. All these advantages, together with the high level of stereoselectivity attained in some of these reactions, will force chemists in industry as in academia to adopt this new strategy of synthesis, or at least to consider it as a viable option. The positive aspects as well as the drawbacks of this strategy are discussed in this Review.

Asymmetric multicomponent reactions (amcrs): the new frontier

140 years ago Adolf von Baeyer proposed the structure of a heteroaromatic compound which revolutionized organic and medical chemistry: indole. After more than a century, indole itself and the complexity of naturally occurring indole derivatives continue to inspire and influence developments in synthetic chemistry. In particular, the ubiquitous presence of indole rings in pharmaceuticals, agrochemicals, and functional materials are testament to the ever increasing interest in the design of mild and efficient synthetic routes to functionalized indole derivatives. This Review emphasizes the achievements in the selective catalytic functionalization of indoles (C-C bond-forming processes) over the last four years.

Catalytic Functionalization of Indoles in a New Dimension

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Crystal structure of nickel bis(n,n-diethylphenylazothioformamide), (ni((c6h5)nncsn(c2h5)2)2)

/pdf/structure-and-29si-nmr-spectroscopy-of-chiral-tri-and-tetra-15yh4diz3f.pdf

Structure and 29si nmr spectroscopy of chiral tri- and tetra-alkoxysilanes. observation of restricted rotation of 1,2 :4,5-di-o-isopropylidene-beta -d -fructopyranose

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The crystal structure of trans-dichlorobis(ethylenediamine)-platinum(iv) tetrachlorocuprate(ii) monohydrate

Enantioselective Friedel—Crafts Type Addition of indoles to Nitro-Olefins Using a Chiral Hydrogen-Bonding Catalyst — Synthesis of Optically Active Tetrahydro-β-Carbolines.

Rita G. Hazell

Papers

Crystal structure of nickel bis(n,n-diethylphenylazothioformamide), (ni((c6h5)nncsn(c2h5)2)2)

Structure and 29si nmr spectroscopy of chiral tri- and tetra-alkoxysilanes. observation of restricted rotation of 1,2 :4,5-di-o-isopropylidene-beta -d -fructopyranose

The crystal structure of trans-dichlorobis(ethylenediamine)-platinum(iv) tetrachlorocuprate(ii) monohydrate

Enantioselective Friedel—Crafts Type Addition of indoles to Nitro-Olefins Using a Chiral Hydrogen-Bonding Catalyst — Synthesis of Optically Active Tetrahydro-β-Carbolines.

Total Synthesis of (R)-Dihydroactinidiolide and (R)-Actinidiolide Using Asymmetric Catalytic Hetero-Diels—Alder Methodology.