Organic Synthesis of New Bioactive Small Molecules and Synthetic Methodology

 

The small molecules we screen come from multiple sources both external and internal, including small libraries and individual compounds synthesized in our lab. In addition, during the process of making molecules to support our chemical biology studies, particularly work on new small-molecule probes of cell migration and related studies, we have also explored new synthetic methodology.

More on chemical modulators of cell migration, including:


Eddy, N.A.; Richardson, J.J.;
            Fenteany, G. The effect of Lewis acids on the cycloaddition
            of 3,3,6-trimethylcyclohex-5-ene-1,2,4-trione: hydrogen
            transfer versus cycloaddition with cyclopentadiene

Eddy, N.A.; Richardson, J.J.; Fenteany, G. The effect of Lewis acids on the cycloaddition of 3,3,6-trimethylcyclohex-5-ene-1,2,4-trione: hydrogen transfer versus cycloaddition with cyclopentadiene. Eur. J. Org. Chem. 2013, 2013 (23), 5041-5044. [Abstract] [HTML]

Access to dienophilic ene-triketone synthons by
            oxidation of diketones with an oxoammonium salt

Access to dienophilic ene-triketone synthons by
            oxidation of diketones with an oxoammonium salt

Eddy, N.A.; Kelly, C.B.; Mercadante, M.A.; Leadbeater, N.E.; Fenteany, G. Access to dienophilic ene-triketone synthons by oxidation of diketones with an oxoammonium salt. Org. Lett. 2012, 14, 498�501. [Abstract] [HTML] [PDF]

 

Synthesis of oxazolidinone and tosyl enamines by
            tertiary amine catalysis

Synthesis of oxazolidinone and tosyl enamines by
            tertiary amine catalysis

Eddy, N.A.; Morse, P.D.; Morton, M.D.; Fenteany, G. Synthesis of oxazolidinone and tosyl enamines by tertiary amine catalysis. Synlett 2011, 5, 699�701. [Abstract] [HTML] [PDF]

 

Synthesis and structure-activity relationships of
            metal-ligand complexes that potently inhibit cell migration

 

Synthesis and structure-activity relationships of
            metal-ligand complexes that potently inhibit cell migration

Beshir, A.B.; Guchhait, S.K.; Gasc�n, J.A.; Fenteany, G. Synthesis and structure-activity relationships of metal-ligand complexes that potently inhibit cell migration. Bioorg. Med. Chem. Lett. 2008, 8, 498-504. [Abstract] [HTML] [PDF]

 

Access to
            monoprotected aryl alkl and biaryl ethers

Ankala, S.V.; Fenteany, G. Aryl, alkyl bis-silyl ethers: rapid access to monoprotected aryl alkyl and biaryl ethers. Synlett 2003, 6, 825-828.[PDF]

 

Selective deprotection of alkyl or aryl silyl ethers

Ankala, S.V.; Fenteany, G. Selective deprotection of either aryl or alkyl silyl ethers from aryl, alkyl bis-silyl ethers. Tetrahedron Lett. 2002, 43, 4729-4732. [Abstract] HTML] [PDF]

 

� 2015 Gabriel Fenteany