Iridium-Catalyzed Asymmetric Ring-Opening of Azabicyclic Alkenes with Phenols
The asymmetric ring-opening of azabicyclic alkenes with a variety of phenols is investigated using an iridium catalyst generated in situ from 2.5 mol % of [Ir(COD)Cl]2 and 5.0 mol % of (S)-BINAP, which afforded the corresponding 1,2-trans-phenoxyamino products in excellent yield (up to 92%) with mod...
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Veröffentlicht in: | Organometallics 2012-04, Vol.31 (8), p.3113-3118 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | The asymmetric ring-opening of azabicyclic alkenes with a variety of phenols is investigated using an iridium catalyst generated in situ from 2.5 mol % of [Ir(COD)Cl]2 and 5.0 mol % of (S)-BINAP, which afforded the corresponding 1,2-trans-phenoxyamino products in excellent yield (up to 92%) with moderate to good enantioselectivities (up to 98% ee). The trans-configuration of the product 4b was confirmed by X-ray crystallography. |
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ISSN: | 0276-7333 1520-6041 |
DOI: | 10.1021/om3000295 |