Iridium-Catalyzed Intramolecular Asymmetric Allylic Dearomatization of Phenols

Iridium-Catalyzed Intramolecular Asymmetric Allylic Dearomatization of Phenols

Aromaticity lost: In the presence of [{Ir(cod)Cl}2] and a binol‐derived phosphoramidite ligand, spirocyclohexadienone derivatives were obtained with up to 97 % ee through iridium‐catalyzed intramolecular asymmetric allylic dearomatization of phenols (see scheme; cod=cycloocta‐1,5‐diene).

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Veröffentlicht in:Angewandte Chemie International Edition 2011-05, Vol.50 (19), p.4455-4458
Hauptverfasser: Wu, Qing-Feng, Liu, Wen-Bo, Zhuo, Chun-Xiang, Rong, Zi-Qiang, Ye, Ke-Yin, You, Shu-Li
Format: Artikel
Sprache:eng
Schlagworte:
allylic dearomatization
hexadienones
iridium
phenols
spiro compounds
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Zusammenfassung:Aromaticity lost: In the presence of [{Ir(cod)Cl}2] and a binol‐derived phosphoramidite ligand, spirocyclohexadienone derivatives were obtained with up to 97 % ee through iridium‐catalyzed intramolecular asymmetric allylic dearomatization of phenols (see scheme; cod=cycloocta‐1,5‐diene).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201100206