Enantioselective Synthesis of β‑Aryloxycarboxylic Esters via Asymmetric Hydrogenation of β‑Aryloxy-α,β-Unsaturated Esters
A novel synthesis of β-aryloxycarboxylic esters via asymmetric hydrogenation of the corresponding β-aryloxy-α,β-unsaturated esters has been demonstrated. Bis(norbornadiene)rhodium(I) tetrafluoroborate (1 mol %) and Walphos W008-1 were used to generate the saturated products with high enantioselectiv...
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| Veröffentlicht in: | Organic letters 2012-11, Vol.14 (21), p.5440-5443 |
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| container_issue | 21 |
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| container_title | Organic letters |
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| creator | Stewart, Gavin W Shevlin, Michael Yamagata, Adam D. Gammack Gibson, Andrew W Keen, Stephen P Scott, Jeremy P |
| description | A novel synthesis of β-aryloxycarboxylic esters via asymmetric hydrogenation of the corresponding β-aryloxy-α,β-unsaturated esters has been demonstrated. Bis(norbornadiene)rhodium(I) tetrafluoroborate (1 mol %) and Walphos W008-1 were used to generate the saturated products with high enantioselectivity and in high yield. The tolerability of the reaction to a diverse range of substituents on the aromatic ring was also explored. |
| doi_str_mv | 10.1021/ol302518y |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2012-11, Vol.14 (21), p.5440-5443 |
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| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Benzene Derivatives - chemical synthesis Benzene Derivatives - chemistry Carboxylic Acids - chemical synthesis Carboxylic Acids - chemistry Catalysis Esters Hydrogenation Molecular Structure Rhodium - chemistry Stereoisomerism |
| title | Enantioselective Synthesis of β‑Aryloxycarboxylic Esters via Asymmetric Hydrogenation of β‑Aryloxy-α,β-Unsaturated Esters |
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