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Direct Organocatalytic Enantioselective α-Aminomethylation of Ketones.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Ibrahem, Ismail Zou, Weibiao Casas, Jesús Sundén, Henrik Córdova, Armando |
| Copyright Year | 2006 |
| Abstract | The scope and limitations of the direct organocatalytic asymmetric a-aminomethylation of ketones are disclosed. The prolinecatalyzed classical Mannich reactions between unmodified ketones, aqueous formaldehyde and aromatic amines furnished the desired Mannich bases in high yield with up to O99% ee. Moreover, methyl alkyl ketones were regioselectively a-aminomethylated at the methylene carbon affording the corresponding Mannich products with up to O99% ee. In addition, the proline-catalyzed one-pot threecomponent reaction between p-anisidine, aqueous formaldehyde and 4,4-dimethyl-2-cycloxehen-1-one furnished the corresponding bicyclic aza-Diels–Alder adduct with O99% ee. q 2005 Elsevier Ltd. All rights reserved. |
| File Format | PDF HTM / HTML |
| DOI | 10.1002/chin.200621072 |
| Volume Number | 37 |
| Alternate Webpage(s) | http://www.do.ufgd.edu.br/nelsondomingues/apresenta%C3%A7%C3%A3o%20aline.pdf |
| Alternate Webpage(s) | https://doi.org/10.1002/chin.200621072 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |