Combining Ru-Catalyzed C–H Functionalization with Pd-Catalyzed Asymmetric Allylic Alkylation: Synthesis of 3‑Allyl-3-aryl Oxindole Derivatives from Aryl α‑Diazoamides
Ruthenium-catalyzed C–H functionalization was successfully combined with palladium-catalyzed asymmetric allylic alkylation in one pot. The novel dual-metal-catalyzed reaction provides a variety of 3-allyl-3-aryl oxindoles from the corresponding α-diazoamides in up to 99% yield with up to 85% ee. The...
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| Veröffentlicht in: | Organic letters 2016-10, Vol.18 (19), p.4954-4957 |
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| container_title | Organic letters |
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| creator | Yamamoto, Kosuke Qureshi, Zafar Tsoung, Jennifer Pisella, Guillaume Lautens, Mark |
| description | Ruthenium-catalyzed C–H functionalization was successfully combined with palladium-catalyzed asymmetric allylic alkylation in one pot. The novel dual-metal-catalyzed reaction provides a variety of 3-allyl-3-aryl oxindoles from the corresponding α-diazoamides in up to 99% yield with up to 85% ee. The appropriate ligand choice is important to promote the sequential reaction, avoiding undesired metal interaction or ligand exchange. |
| doi_str_mv | 10.1021/acs.orglett.6b02423 |
| format | Article |
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| source | ACS Publications |
| title | Combining Ru-Catalyzed C–H Functionalization with Pd-Catalyzed Asymmetric Allylic Alkylation: Synthesis of 3‑Allyl-3-aryl Oxindole Derivatives from Aryl α‑Diazoamides |
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