The aldol addition is an important, simple reaction for the formation of C—C bonds.
Small substrates, however, can be challenging for this reaction because the product is very similar to the reactant and has the same aldehyde functional group. This can cause the desired product to react again under the same conditions and lead to unwanted oligo- or polymerizations.
The active, acidic site of the catalyst pictured in red is confined by the sterically demanding substituents, like the active site in many enzymes. This allows the catalyst to differentiate between the smaller reactant and the slightly larger product and improves the selectivity for single aldolizations.
Confining a Catalyst for More Selective Aldol Additions
The team used the catalyst for the Mukaiyama aldol reaction between the triethylsilyl TES or tert -butyldimethylsilyl TBS enolates of acetaldehyde and a range of acceptor aldehydes. Due to the chirality of the catalyst, the reaction can be performed in an enantioselective manner.
The desired aldol products were obtained in high yields and enantioselectivities. Please note that to comment on an article you must be registered and logged in.
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If you would like to reuse any contentin print or online, from ChemistryViews. A product of and Wiley-VCH. After our studies on the first asymmetric proline-catalyzed intermolecular aldol reaction inwe realized that enamine catalysis has the potential to be a general strategy for the catalytic Blond Mulheim Ruhr of carbanion equivalents.
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Abstract Incorporation of the CF3 group into arenes has found increasing importance in drug discovery. Herein, we report the. Comparison of single- and multiobjective design of experiment in combinatorial chemistry for the selective dehydrogenation of propane. (1)Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, Mülheim an der Ruhr, Germany. ❶Use the link Runr to share a full-text version of this article with your friends and colleagues.
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Namespaces Article Talk. It was observed that the multiobjective approach optimized the yield in a similar way compared to the single objective approach. Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction [Abstracts].
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Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates.
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The two different optimization strategies, namely, the single objective optimization of the yield and the House of clocks Lunen optimization of the conversion and selectivity were implemented and compared.
It was observed that the multiobjective approach optimized the yield in a similar way compared to the single objective approach. With respect to the selectivity, however, the multiobjective outperformed the single objective approach. It was also found that Selective singles Mulheim Ruhr applying the multiobjective optimization more interesting possible combinations were discovered.]