Ulbrich, Kathrin and Kreitmeier, Peter and Vilaivan, Tirayut and Reiser, Oliver (2013) Enantioselective Synthesis of 4-Heterosubstituted Cyclopentenones. JOURNAL OF ORGANIC CHEMISTRY, 78 (8). pp. 4202-4206. ISSN 0022-3263,
Full text not available from this repository. (Request a copy)Abstract
Racemic 4-hydroxycyclopentenone, readily derived from furfuryl alcohol, can be transformed via its O-Boc derivative to 4-acyloxy, 4-aryloxy-, 4-amino-, or 4-thio-substituted cyclopentenones with high enantioselectivity by palladium-catalyzed kinetic resolution via nucleophilic allylic substitutions. Applying this methodology, a short formal synthesis of ent-noraristeromycin was readily accomplished.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | KINETIC RESOLUTION; ASYMMETRIC-SYNTHESIS; LITSEAVERTICILLOL-A; ALLYLIC ALKYLATIONS; BOND FORMATION; EFFICIENT; ALCOHOLS; REARRANGEMENT; DERIVATIVES; 4-HYDROXY-2-CYCLOPENTENONE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 16 Apr 2020 09:37 |
| Last Modified: | 16 Apr 2020 09:37 |
| URI: | https://pred.uni-regensburg.de/id/eprint/16809 |
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