Planar chiral ferrocenes as ligands in the vanadium-catalyzed asymmetric epoxidation of allylic alcohols

Starting from either (S)‐4‐tert‐butyl‐2‐ferrocenyl‐2‐oxazoline or (S)‐S‐ferrocenyl‐S‐4‐tolyl sulfoxide, new planar chiral hydroxamic acids have been synthesized employing the directed ortho‐metalation strategy. The ferrocene‐derived hydroxamic acids are capable of serving as ligands in the vanadium‐...

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Veröffentlicht in:Israel journal of chemistry 2001-12, Vol.41 (4), p.263-270
Hauptverfasser: Bolm, Carsten, Kühn, Toralf
Format: Artikel
Sprache:eng
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Zusammenfassung:Starting from either (S)‐4‐tert‐butyl‐2‐ferrocenyl‐2‐oxazoline or (S)‐S‐ferrocenyl‐S‐4‐tolyl sulfoxide, new planar chiral hydroxamic acids have been synthesized employing the directed ortho‐metalation strategy. The ferrocene‐derived hydroxamic acids are capable of serving as ligands in the vanadium‐catalyzed asymmetric epoxidation of allylic alcohols, furnishing the epoxide of 2‐methyl‐3‐phenylprop‐2‐en‐1‐ol with up to 34% ee.
ISSN:0021-2148
1869-5868
DOI:10.1560/YMYD-FF4Y-MB9C-EFTE