Pd-catalyzed enantiodivergent and regiospecific phospha-michael addition of diphenylphosphine to 4-oxo-enamides : efficient access to chiral phosphinocarboxamides and their analogues
The palladacycle-catalyzed asymmetric P-H addition of 4-oxo-enamides has been developed, which provides efficient access to phosphinocarboxamides and their analogues. Solvent-mediated reversal of stereoselectivity (ee from +96 % to −92 %) was observed, and the underlying mechanism that allows facile...
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| Main Authors: | , , , , |
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| Other Authors: | |
| Format: | Article |
| Language: | English |
| Published: |
2015
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/106877 http://hdl.handle.net/10220/25190 http://dx.doi.org/10.1002/chem.201406298 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | The palladacycle-catalyzed asymmetric P-H addition of 4-oxo-enamides has been developed, which provides efficient access to phosphinocarboxamides and their analogues. Solvent-mediated reversal of stereoselectivity (ee from +96 % to −92 %) was observed, and the underlying mechanism that allows facile access to both enantiomers of the product by judicious choice of solvents is revealed. |
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