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Asymmetric syn-aldol reaction of α-hydroxy ketones with tertiary amine catalysts
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Asymmetric syn-aldol reaction of α-hydroxy ketones ...
Bibliographic description
| title: | Asymmetric syn-aldol reaction of α-hydroxy ketones with tertiary amine catalysts |
| author: | Baś Sebastian  , Woźniak Łukasz, Cygan Judyta, Młynarski Jacek
|
| Journal title: | European Journal of Organic Chemistry |
| volume: | 2013 |
| issue: | 30 |
| date of publication: | 2013 |
| pages: | 6917-6923 |
| ISSN: |
1434-193X |
| eISSN: |
1099-0690 |
| DOI: | |
| language: | English |
| Journal language: | English |
| abstract in english: | The tertiary amine-catalyzed direct asymmetric aldol reac- tion of 2-hydroxyacetophenones (2-hydroxy-1-arylethan- ones) with a variety of aliphatic aldehydes has been demon- strated. By using 20 mol-% of unmodified cinchonine as cata- lyst, the direct aldol reaction products were isolated in good yields and with remarkably high syn diastereocontrol andgood asymmetric induction (40–78% ee ). This newly elabo- rated tertiary-amine-catalyzed direct asymmetric aldol reac- tion has extended the scope of organocatalytic processes to aromatic α -hydroxy ketones, which have hitherto been unre- active towards enamine catalysis. |
| affiliation: | Wydział Chemii : Zakład Chemii Organicznej |
| type: | journal article |
| subtype: | academic paper |
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