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Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction
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| Zeitschriftentitel: | Chemistry – A European Journal |
|---|---|
| Personen und Körperschaften: | , , , , |
| In: | Chemistry – A European Journal, 26, 2020, 67, S. 15509-15512 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Wiley
|
| Schlagwörter: |
| author_facet |
Porte, Vincent Di Mauro, Giovanni Schupp, Manuel Kaiser, Daniel Maulide, Nuno Porte, Vincent Di Mauro, Giovanni Schupp, Manuel Kaiser, Daniel Maulide, Nuno |
|---|---|
| author |
Porte, Vincent Di Mauro, Giovanni Schupp, Manuel Kaiser, Daniel Maulide, Nuno |
| spellingShingle |
Porte, Vincent Di Mauro, Giovanni Schupp, Manuel Kaiser, Daniel Maulide, Nuno Chemistry – A European Journal Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction General Chemistry Catalysis Organic Chemistry |
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porte, vincent |
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Porte, Vincent Di Mauro, Giovanni Schupp, Manuel Kaiser, Daniel Maulide, Nuno 0947-6539 1521-3765 Wiley General Chemistry Catalysis Organic Chemistry http://dx.doi.org/10.1002/chem.202004103 <jats:title>Abstract</jats:title><jats:p>A synthetically convenient approach for the direct α‐deuteration of amides is reported. This mechanistically unusual process relies on a retro‐ene‐type process, triggered by the addition of deuterated dimethyl sulfoxide to a keteniminium intermediate, generated through electrophilic amide activation. The transformation displays broad functional‐group tolerance and high deuterium incorporation.</jats:p> Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction Chemistry – A European Journal |
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Chemistry – A European Journal |
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| title |
Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
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Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_full |
Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_fullStr |
Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
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Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
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Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_sort |
chemoselective alpha‐deuteration of amides via retro‐ene reaction |
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General Chemistry Catalysis Organic Chemistry |
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http://dx.doi.org/10.1002/chem.202004103 |
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2020 |
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<jats:title>Abstract</jats:title><jats:p>A synthetically convenient approach for the direct α‐deuteration of amides is reported. This mechanistically unusual process relies on a retro‐ene‐type process, triggered by the addition of deuterated dimethyl sulfoxide to a keteniminium intermediate, generated through electrophilic amide activation. The transformation displays broad functional‐group tolerance and high deuterium incorporation.</jats:p> |
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| author | Porte, Vincent, Di Mauro, Giovanni, Schupp, Manuel, Kaiser, Daniel, Maulide, Nuno |
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| description | <jats:title>Abstract</jats:title><jats:p>A synthetically convenient approach for the direct α‐deuteration of amides is reported. This mechanistically unusual process relies on a retro‐ene‐type process, triggered by the addition of deuterated dimethyl sulfoxide to a keteniminium intermediate, generated through electrophilic amide activation. The transformation displays broad functional‐group tolerance and high deuterium incorporation.</jats:p> |
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| imprint | Wiley, 2020 |
| imprint_str_mv | Wiley, 2020 |
| institution | DE-Ch1, DE-L229, DE-D275, DE-Bn3, DE-Brt1, DE-D161, DE-Gla1, DE-Zi4, DE-15, DE-Pl11, DE-Rs1, DE-105, DE-14 |
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| spelling | Porte, Vincent Di Mauro, Giovanni Schupp, Manuel Kaiser, Daniel Maulide, Nuno 0947-6539 1521-3765 Wiley General Chemistry Catalysis Organic Chemistry http://dx.doi.org/10.1002/chem.202004103 <jats:title>Abstract</jats:title><jats:p>A synthetically convenient approach for the direct α‐deuteration of amides is reported. This mechanistically unusual process relies on a retro‐ene‐type process, triggered by the addition of deuterated dimethyl sulfoxide to a keteniminium intermediate, generated through electrophilic amide activation. The transformation displays broad functional‐group tolerance and high deuterium incorporation.</jats:p> Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction Chemistry – A European Journal |
| spellingShingle | Porte, Vincent, Di Mauro, Giovanni, Schupp, Manuel, Kaiser, Daniel, Maulide, Nuno, Chemistry – A European Journal, Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction, General Chemistry, Catalysis, Organic Chemistry |
| title | Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_full | Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_fullStr | Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_full_unstemmed | Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_short | Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| title_sort | chemoselective alpha‐deuteration of amides via retro‐ene reaction |
| title_unstemmed | Chemoselective Alpha‐Deuteration of Amides via Retro‐ene Reaction |
| topic | General Chemistry, Catalysis, Organic Chemistry |
| url | http://dx.doi.org/10.1002/chem.202004103 |