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An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung
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| Zeitschriftentitel: | Angewandte Chemie |
|---|---|
| Personen und Körperschaften: | , , , |
| In: | Angewandte Chemie, 132, 2020, 41, S. 18365-18369 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Wiley
|
| Schlagwörter: |
| author_facet |
Bauer, Adriano Di Mauro, Giovanni Li, Jing Maulide, Nuno Bauer, Adriano Di Mauro, Giovanni Li, Jing Maulide, Nuno |
|---|---|
| author |
Bauer, Adriano Di Mauro, Giovanni Li, Jing Maulide, Nuno |
| spellingShingle |
Bauer, Adriano Di Mauro, Giovanni Li, Jing Maulide, Nuno Angewandte Chemie An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung General Medicine |
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bauer, adriano |
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Bauer, Adriano Di Mauro, Giovanni Li, Jing Maulide, Nuno 0044-8249 1521-3757 Wiley General Medicine http://dx.doi.org/10.1002/ange.202007439 <jats:title>Abstract</jats:title><jats:p>The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α‐cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non‐classical carbocations.</jats:p> An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung Angewandte Chemie |
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| title |
An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_unstemmed |
An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_full |
An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_fullStr |
An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_full_unstemmed |
An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_short |
An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_sort |
an α‐cyclopropanation of carbonyl derivatives by oxidative umpolung |
| topic |
General Medicine |
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http://dx.doi.org/10.1002/ange.202007439 |
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2020 |
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18365-18369 |
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<jats:title>Abstract</jats:title><jats:p>The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α‐cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non‐classical carbocations.</jats:p> |
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| author | Bauer, Adriano, Di Mauro, Giovanni, Li, Jing, Maulide, Nuno |
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| description | <jats:title>Abstract</jats:title><jats:p>The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α‐cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non‐classical carbocations.</jats:p> |
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| spelling | Bauer, Adriano Di Mauro, Giovanni Li, Jing Maulide, Nuno 0044-8249 1521-3757 Wiley General Medicine http://dx.doi.org/10.1002/ange.202007439 <jats:title>Abstract</jats:title><jats:p>The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α‐cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non‐classical carbocations.</jats:p> An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung Angewandte Chemie |
| spellingShingle | Bauer, Adriano, Di Mauro, Giovanni, Li, Jing, Maulide, Nuno, Angewandte Chemie, An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung, General Medicine |
| title | An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_full | An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_fullStr | An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_full_unstemmed | An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_short | An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| title_sort | an α‐cyclopropanation of carbonyl derivatives by oxidative umpolung |
| title_unstemmed | An α‐Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung |
| topic | General Medicine |
| url | http://dx.doi.org/10.1002/ange.202007439 |