| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1346441 | Tetrahedron: Asymmetry | 2011 | 5 Pages |
The enantioselective oxidation of allyl sulfides with a vanadyl complex of 3,5-diiodosalicylidene tert-leucinol as a catalyst and aqueous hydrogen peroxide as an oxidant afforded chiral allyl sulfoxides with high enantioselectivities of up to 97.3% ee and moderate yields.
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(S,E)-1-(3-(Phenylsulfinyl)prop-1-enyl)benzeneC15H14OSEe = 81% ee[α]D22=-146.2 (c 0.15, EtOH)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S,E)-1-(Cinnamylsulfinyl)-4-methylbenzeneC16H16OSEe = 72% ee[α]D22=-173.5 (c 0.12, EtOH)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S,E)-1-Chloro-4-(cinnamylsulfinyl)benzeneC15H13ClOSEe = 74% ee[α]D22=-189.3 (c 0.11, EtOH)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(Allylsulfinyl)benzeneC9H10OSEe = 97%[α]D22=-160.2 (c 0.9, EtOH)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(Allylsulfinyl)-4-methylbenzeneC10H12OSEe = 89% ee[α]D22=-202.1 (c 0.52, EtOH)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(Allylsulfinyl)-4-chlorobenzeneC9H9ClOSEe = 93% ee[α]D22=-223.1 (c 0.35, EtOH)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
