Article ID Journal Published Year Pages File Type
1346834 Tetrahedron: Asymmetry 2010 5 Pages PDF
Abstract

A series of chiral salan (salalen) ligands, easily prepared from the aldehyde derived from chiral binaphthol, are effective ligands for the titanium-catalyzed asymmetric epoxidation of olefins with aqueous H2O2 as the oxidant. One of the titanium–salan complexes was determined by X-ray crystallography.

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(1R,2R)-(−)-N,N′-Bis((S)-1,1′-2-hydroxy-2′-methoxy-3-naphthylmethylene)-1,2-cyclohexanediamineC50H46N2O4[α]D20=-134.7 (c 0.017, CH2Cl2)

(1R,2R)-(−)-N,N′-Bis((S)-1,1′-2-hydroxy-2′-benzyloxy-3-naphthylmethylene)-1,2-cyclohexanediamineC62H54N2O4[α]D20=-51.1 (c 0.030, CH2Cl2)

(1R,2R)-(−)-N,N′-Bis((R)-1,1′-2-hydroxy-2′-methoxy-3-naphthylmethylene)-1,2-cyclohexanediamineC50H46N2O4[α]D20=+36.75 (c 0.009, CH2Cl2)

(1S,2S)-(−)-N,N′-Bis((S)-1,1′-2-hydroxy-2′-methoxy-3-naphthylmethylene)-1,2-cyclohexanediamineC50H46N2O4[α]D20=-31.3 (c 0.0073, CH2Cl2)

(1R,2R)-(−)-N-(S)-1-Hydroxy-2-methoxy-3-naphthylmethylene-N′-(S)-1′-hydroxy-2′-methoxy-3′-naphthylidene-1,2-cyclohexanediamineC50H44N2O4[α]D20=-71.8 (c 0.0442, CH2Cl2).

(1R,2R)-(−)-N-(R)-1-Hydroxy-2-methoxy-3-naphthylmethylene-N′-(R)-1′-hydroxy-2′-methoxy-3′-naphthylidene-1,2-cyclohexanediamineC50H44N2O4[α]D20=-294.5 (c 0.0047, CH2Cl2)

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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