Asymmetric Organocatalysis
As nucleophiles, simple alkenes are typically so unreactive that only highly active electrophiles, such as carbocations, peroxides, and halogens will react with them. For the generation of carbon-carbon bonds, milder methods will often be required. Fortunately, it is possible to increase the reactiv...
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| מחברים אחרים: | |
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| פורמט: | Livre numérique |
| שפה: | Anglais |
| יצא לאור: |
Berlin, Heidelberg :
Springer Berlin Heidelberg
2009.
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| סדרה: | Topics in Current Chemistry
291 |
| נושאים: | |
| גישה מקוונת: | Accès sur la plateforme de l'éditeur Accès sur la plateforme Istex Accès Université d'Orléans Accès INSA CVL |
| הערה: |
Archives Springer e-books (Licence nationale) Archives Springer e-books (Licence nationale) |
| Autres localisations: | Voir dans le Sudoc |
| Edition sous un autre format: | • Asymmetric organocatalysis, [éd. par] Benjamin List, Heidelberg, Springer Verlag, 2009, 1 vol. (X-460 p.), Topics in current chemistry, 978-3-642-02814-4 |
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| 008 | 110106s2009 xx ||| |||| 00| 0 eng d | ||
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| 245 | 0 | 0 | |a Asymmetric Organocatalysis |c edited by Benjamin List. |
| 256 | |a Données textuelles | ||
| 260 | |a Berlin, Heidelberg : |b Springer Berlin Heidelberg, |c 2009. | ||
| 490 | 0 | |a Topics in Current Chemistry |v 291 |x 1436-5049 | |
| 500 | |a Archives Springer e-books (Licence nationale) | ||
| 500 | |a Archives Springer e-books (Licence nationale) | ||
| 505 | 1 | |a Kerstin Etzenbach-Effers, Albrecht Berkessel: Non-Covalent Organocatalysis Based on Hydrogen Bonding: Elucidation of Reaction Paths by Computational Methods Petri M. Pihko, Inkeri Majander, and Anniina Erkkilä: Enamine Catalysis Jennifer L. Moore, Tomislav Rovis: Lewis Base Catalysts 6: Carbene Catalysts Amal Ting, Jennifer M. Goss, Nolan T. McDougal, and Scott E. Schaus: Brùnsted Base Catalysts O. Andrea Wong, Yian Shi: Chiral Ketone and Iminium Catalysts for Olefin Epoxidation Alan C. Spivey, Stellios Arseniyadis: Amine, Alcohol and Phosphine Catalysts for Acyl Transfer Reactions John B. Brazier, Nicholas C.O. Tomkinson: Lewis Base Catalysts 2 Secondary and Primary Amine Catalysts for Iminium Catalysis Oksana Sereda, Sobia Tabassum, and René Wilhelm: Lewis Acid Organocatalysts Daniela Kampen, Corinna M. Reisinger, and Benjamin List: Chiral Bronsted Acids for C Organocatalysis | |
| 520 | |a As nucleophiles, simple alkenes are typically so unreactive that only highly active electrophiles, such as carbocations, peroxides, and halogens will react with them. For the generation of carbon-carbon bonds, milder methods will often be required. Fortunately, it is possible to increase the reactivity of alkene-type p-nucleophiles by introducing electron-donating substituents. Substitution of one H with an OH or OR gives an enol or a vinyl ether, which are already much better nucleophiles. Using nitrogen instead of oxygen, one obtains even better nucleophiles, enamines. Enamines are among the most reactive neutral carbon nucleophiles, exhibiting rates that are even comparable to some charged nucleophiles, such as enolates [1, 2]. Most enamines, unfortunately, are sensitive to hydrolysis. The parent enamine, N,N-dimethylvinylamine, has in fact been prepared [3], but appears to be uns- ble. Enamines of cyclic ketones and many aldehydes can readily be isolated, however [4 7]. The instability of enamines might at first appear to diminish the utility of enamines as nucleophiles, but actually this property can be viewed as an added benefit: enamines can be readily and rapidly generated catalytically by using a suitable amine and a carbonyl compound. The condensation of aldehydes or ketones with amines initially affords an imine or iminium ion, which then rapidly loses a proton to afford the corresponding enamine (Scheme 1) | ||
| 538 | |a Nécessite un lecteur de fichier PDF | ||
| 650 | |a Composés organiques | ||
| 650 | |a Chimie organométallique | ||
| 650 | |a Composés organiques | ||
| 650 | |a Chimie | ||
| 650 | |a Catalyse | ||
| 650 | |a Composés organiques | ||
| 650 | |a Synthèse asymétrique | ||
| 700 | 1 | |a List, Benjamin. |4 edt | |
| 776 | 0 | |0 14330125X |t Asymmetric organocatalysis |f [éd. par] Benjamin List |c Heidelberg |n Springer Verlag |d 2009 |p 1 vol. (X-460 p.) |s Topics in current chemistry |z 978-3-642-02814-4 | |
| 856 | 4 | |q PDF |u https://doi.org/10.1007/978-3-642-02815-1 |z Accès sur la plateforme de l'éditeur | |
| 856 | 4 | |q PDF |u https://revue-sommaire.istex.fr/ark:/67375/8Q1-WQD3B3MN-N |z Accès sur la plateforme Istex | |
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