A Mild Dihydrobenzooxaphosphole Oxazoline/Iridium Catalytic System for Asymmetric Hydrogenation of Unfunctionalized Dialins

Air‐stable P‐chiral dihydrobenzooxaphosphole oxazoline ligands were designed and synthesized. When they were used in the iridium‐catalyzed asymmetric hydrogenation of unfunctionalized 1‐aryl‐3,4‐dihydronaphthalenes under one atmosphere pressure of H2, up to 99:1 e.r. was obtained. High enantioselect...

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Veröffentlicht in:Angewandte Chemie International Edition 2014-12, Vol.53 (52), p.14428-14432
Hauptverfasser: Qu, Bo, Samankumara, Lalith P., Ma, Shengli, Fandrick, Keith R., Desrosiers, Jean-Nicolas, Rodriguez, Sonia, Li, Zhibin, Haddad, Nizar, Han, Zhengxu S., McKellop, Keith, Pennino, Scott, Grinberg, Nelu, Gonnella, Nina C., Song, Jinhua J., Senanayake, Chris H.
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Sprache:eng
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Zusammenfassung:Air‐stable P‐chiral dihydrobenzooxaphosphole oxazoline ligands were designed and synthesized. When they were used in the iridium‐catalyzed asymmetric hydrogenation of unfunctionalized 1‐aryl‐3,4‐dihydronaphthalenes under one atmosphere pressure of H2, up to 99:1 e.r. was obtained. High enantioselectivities were also observed in the reduction of the exocyclic imine derivatives of 1‐tetralones. Air‐stable P‐chiral dihydrobenzooxaphosphole oxazoline ligands were designed and synthesized. When they were used in the iridium‐catalyzed asymmetric hydrogenation of unfunctionalized 1‐aryl‐3,4‐dihydronaphthalenes under one atmosphere pressure of H2, up to 99:1 e.r. was obtained. High enantioselectivities were also observed in the reduction of the exocyclic imine derivatives of 1‐tetralones.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201408929