Enantioselective Copper‐Catalyzed Three‐Component Carboboronation of Allenes: Access to Functionalized Dibenzo [b,f][1,4]oxazepine Derivatives
A copper‐catalyzed enantioselective three‐component difunctionalization of allenes with seven‐membered cyclic imines and bis(pinacolato)diboron (B2(Pin)2) to approach functionalized dibenzo[b,f][1,4]oxazepine derivatives is developed. The chiral products are obtained in up to 81% yield, >20:1 dr,...
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Veröffentlicht in: | Advanced synthesis & catalysis 2019-08, Vol.361 (15), p.3582-3587 |
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Hauptverfasser: | , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A copper‐catalyzed enantioselective three‐component difunctionalization of allenes with seven‐membered cyclic imines and bis(pinacolato)diboron (B2(Pin)2) to approach functionalized dibenzo[b,f][1,4]oxazepine derivatives is developed. The chiral products are obtained in up to 81% yield, >20:1 dr, and 98% ee when either a chiral diphosphine ligand or a chiral ferrocenyl‐based P,N‐ligand is used. Furthermore, the reaction exhibits reversed diastereoselectivities when the chiral diphosphine ligand and the chiral P,N‐ligand are used respectively. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.201900503 |