Enantioselective total synthesis of (−)-α-kainic acid
An enantioselective total synthesis of (−)-α-kainic acid is described. Key steps are an Ir-catalyzed allylic amination with a propargylic amine to provide an enyne and a diastereoselective intramolecular Pauson−Khand reaction. Subsequent steps involve a Baeyer−Villiger reaction, reduction of the res...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
11 February 2010
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| In: |
Organic letters
Year: 2010, Volume: 12, Issue: 5, Pages: 1108-1111 |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/ol1001076 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/ol1001076
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| Author Notes: | Andreas Farwick and Günter Helmchen |
| Summary: | An enantioselective total synthesis of (−)-α-kainic acid is described. Key steps are an Ir-catalyzed allylic amination with a propargylic amine to provide an enyne and a diastereoselective intramolecular Pauson−Khand reaction. Subsequent steps involve a Baeyer−Villiger reaction, reduction of the resulting lactone, and direct Jones oxidation of a silyl ether. |
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| Item Description: | Gesehen am 08.08.2023 |
| Physical Description: | Online Resource |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/ol1001076 |