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ABSTRACT: Functionalized cyclohexanones are formed in excellent yield and diastereoselectivity from a phase transfer catalyzed double addition of active methylene pronucleophiles to nonsymmetrical divinyl ketones.
The Journal of Organic Chemistry 10/2010; 75(21):7491-3. · 4.45 Impact Factor
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ABSTRACT: A tandem double Friedel-Crafts reaction of indoles and nonsymmetrical divinyl ketones has been achieved. The tandem reaction forms complex [6-5-7]-tricyclic indoles in excellent yields. The reaction is completely regioselective and offers high levels of syn diastereoselectivity. The reaction is also seen to be sensitive to substrate structure and catalyst.
Organic Letters 04/2009; 11(5):1175-8. · 5.86 Impact Factor
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ABSTRACT: O-Alkyl N-anthracenylmethyl derivatives of Cinchona alkaloids can function as enantioselective phase-transfer catalysts. By employing these catalysts in the asymmetric alkylation of glycine imines, one can generate a range of alpha-amino acid derivatives with high levels of enantiomeric excess. It is also possible to generate the catalysts in situ from commercially available chiral amines, which offers the opportunity to evaluate libraries of related structures. This latter approach has been successfully applied to a series of biphenyl quaternary ammonium salts resulting in the development of a new highly selective catalyst and opening up the potential of further expanding the range of alpha-amino acid derivatives that can be prepared.
Accounts of Chemical Research 09/2004; 37(8):518-25. · 21.64 Impact Factor
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ABSTRACT: A catalyst design methodology, utilizing combinatorial synthesis in parallel with chemometric analysis, is presented, which considers the 3D steric and electrostatic properties of substituents about a constant core structure.
Chemical Communications 07/2004; · 6.17 Impact Factor
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Angewandte Chemie 09/2001; 113(17):3227 - 3230.
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Angewandte Chemie International Edition 09/2001; 40(17):3131 - 3134. · 13.45 Impact Factor
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Angewandte Chemie International Edition 03/2001; 40(4):769-771. · 13.45 Impact Factor
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Angewandte Chemie International Edition 02/2001; 40(4):769 - 771. · 13.45 Impact Factor
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Tetrahedron Letters 43(45):8015-8018. · 2.68 Impact Factor
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Tetrahedron Letters 44(50):9039-9041. · 2.68 Impact Factor