An Unexpected Highly Stereoselective Double Aza-Baylis—Hillman Reaction of Sulfonated Imines with Phenyl Vinyl Ketone.
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چکیده
منابع مشابه
Different Reaction Patterns in the Baylis-Hillman Reaction of Aryl Aldehydes with Phenyl Vinyl Ketone, Phenyl Acrylate and Phenyl Thioacrylate
In the Baylis-Hillman reaction of aryl aldehydes with phenyl vinyl ketone we have observed exclusive formation of diadducts 4, and that the yields of diadduct can reach 80% with increasing amounts of phenyl vinyl ketone. On the other hand, for phenyl acrylate and phenyl thioacrylate, only the normal Baylis-Hillman adduct was obtained. The effects of substituents were also examined and a plausib...
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Supporting Information General methods. Infrared spectra were recorded on a Nicolet AVATAR-360 spectrometer. H NMR and C NMR spectra were recorded at Bruker AM-300 instruments. Low resolution mass spectra (m/z) were recorded on HP5989A. High-resolution mass spectra were recorded on Concept 1H or MALDI/DHB. Microanalyses were performed using a Elemantar Vario EL. All reaction flasks were dried b...
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In the aza-Morita–Baylis–Hillman reaction of N-sulfonated imines with methyl vinyl ketone (MVK) promoted by chiral phosphine Lewis base: (R)-2'-diphenylphosphanyl[1,1']binaphthalenyl-2-ol (LB1) (10 mol %), the aza-Morita–Baylis–Hillman adducts were obtained in good yields with high ee (70–94 % ee) at –30 °C in THF. The scope and limitations of this reaction have been disclosed.
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The asymmetric aza-Diels-Alder reaction of chiral imines with Danishefsky's diene in chiral ionic liquids provides the corresponding cycloadduct with moderate to high diastereoselectivity. The reaction has proved to perform better at room temperature in ionic liquids without either Lewis acid catalyst or organic solvent. Chiral ionic liquids are recycled while their efficiency is preserved.
متن کامل4-(Dimethylamino)phenyl phenyl ketone
In the crystal structure of the title compound, C(15)H(15)NO, the two benzene rings are twisted from each other by a dihedral angle of 47.97 (4)°. The crystal structure is stabilized by weak inter-molecular C-H⋯O and C-H⋯π inter-actions, and π-π inter-actions with a centroid-centroid distance of 3.8493 (5) Å are observed.
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ژورنال
عنوان ژورنال: ChemInform
سال: 2003
ISSN: 0931-7597,1522-2667
DOI: 10.1002/chin.200340106