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Your search keyword '"Georgia S."' showing total 4 results
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4 results on '"Georgia S."'

1. Pd-Catalyzed Carboamination of Oxazolidin-2-ones: A Stereoselective Route to trans-2,5-Disubstituted Pyrrolidines

Author

Georgia S. Lemen and John P. Wolfe

Subjects
chemistry.chemical_classification, Pyrrolidines, Bicyclic molecule, Aryl, Organic Chemistry, Molecular Conformation, Stereoisomerism, Biochemistry, Catalysis, Article, Amino acid, Stereocenter, chemistry.chemical_compound, chemistry, Organometallic Compounds, Organic chemistry, Stereoselectivity, Physical and Theoretical Chemistry, Oxazolidinones, Palladium, Amination
Abstract

Palladium-catalyzed carboamination reactions between aryl bromides and 4-(but-3-enyl)-substituted oxazolidin-2-ones are described. These transformations afford bicyclic oxazolidin-2-one derivatives that can be converted to trans-2,5-disubstituted pyrrolidines in one step. The starting materials are easily prepared from amino acid precursors, and products that contain up to three stereocenters are generated with >20:1 dr.

Published
2010
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2. Cascade intramolecular N-arylation/intermolecular carboamination reactions for the construction of tricyclic heterocycles

Author

Georgia S. Lemen and John P. Wolfe

Subjects
Nitrogen, Biochemistry, Medicinal chemistry, Coupling reaction, Catalysis, Article, Stereocenter, chemistry.chemical_compound, Heterocyclic Compounds, Organic chemistry, Combinatorial Chemistry Techniques, Physical and Theoretical Chemistry, Chemoselectivity, Amines, chemistry.chemical_classification, Molecular Structure, Alkene, Hydrocarbons, Halogenated, Aryl, Organic Chemistry, Intermolecular force, Stereoisomerism, chemistry, Intramolecular force, Stereoselectivity, Palladium
Abstract

A new method for the stereoselective synthesis of tetrahydropyrroloindoles and hexahydropyrroloquinolines of general structure 8 is described. These products are formed through cascade Pd-catalyzed coupling reactions between aryl chlorides and unsaturated amine substrates 5. A single catalyst effects an intramolecular N-arylation reaction followed by an intermolecular alkene carboamination reaction to generate two rings, three bonds, and one stereocenter with good chemoselectivity, diastereoselectivity, and chemical yield.

Published
2011

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