|2004 ‐ Present||Associate Professor of Chemistry, Loyola University Chicago, Loyola University Chicago ‐ Department of Chemistry and Biochemistry|
Our research is focused on the design and synthesis of metalloenzyme inhibitors and also of serine protease and serine hydrolase inhibitors with antibiotic properties. In addition, we are interested in the synthesis and conformational dynamics of supramolecular scaffolds related to cyclotriveratrylene (CTV) with applications in host-guest chemistry. Other active research areas involve synthetic methodology including cascade reactions and metal-catalyzed functionalization reactions.
Language Learning (1)
Featured Works (29)
Rearrangement of Cyclotriveratrylene (CTV) Diketone: 9,10-Diarylanthracenes with OLED Applications
Journal of Organic Chemistry (2013)
Electroluminescent 9,10-diaryl anthracenes have been shown to be promising host and hole-transporting materials in organic electroluminescence due to their high ...
Synthesis, Crystal Structure, and Rearrangements of ortho-Cyclophane Cyclotetraveratrylene (CTTV) tetraketone
Supramolecular Chemistry (2012)
Oxidation of cyclotetraveratrylene (CTTV) with potassium permanganate in pyridine under reflux gave tetraketone (the ketonand) 3 which exists as a ...
Orally Bioavailable Dual MMP-1/MMP-14 Sparing, MMP-13 Selective Alpha-sulfone Hydroxamates
Bioorganic & Medicinal Chemistry Letters (2010)
A series of phenyl piperidine α-sulfone hydroxamate derivatives has been prepared utilizing a combination of solution-phase and resin-bound library technologies ...
Synthesis and Structure-Activity Relationships of ß- and a-Piperidine Sulphone Hydroxamic ...
Journal of Medicinal Chemistry (2005)
α-Piperidine-β-sulfone hydroxamate derivatives were explored that are potent for matrix metalloproteinases (MMP)-2, -9, and -13 and are sparing of MMP-1. ...
Azaadamantane Benzamide 5-HT4 Agonists: Gastrointestinal Prokinetic SC-54750
Bioorganic & Medicinal Chemistry Letters (2004)
Azaadamantanone 1 was converted to a series of aminoazaadamantane benzamides 9a–d, which were profiled for serotonin receptor activity. Aminomethylazaadamantane SC-54750 ...
Alpha-Alkyl-alpha-amino-beta-sulphone Hydroxamates as Potent MMP Inhibitors that Spare MMP-1
Bioorganic & Medicinal Chemistry Letters (2001)
A series of α-alkyl-α-amino-β-sulphone hydroxamates was prepared and evaluated for potency versus MMP-2 and MMP-13, and for selectivity versus MMP-1. ...
Enantioselective Synthesis of Dual Serotonergic Azanoradamantane SC-52491
Tetrahedron Letters (1999)
A racemic synthesis of azanoradamantane (±)-3 was accomplished via Yamamoto's MAD-catalyzed Diels-Alder protocol. Subsequently, a scalable asymmetric synthesis of azanoradamantane ...
Serotonin 5-HT4 Agonist Activity of a Series of Meso-Azanoradamantane Benzamides
Bioorganic & Medicinal Chemistry Letters (1997)
A series of meso-amino(methyl)azanoradamantane benzamides has been prepared and evaluated for 5-HT4agonism activity in the rat tunica muscularis mucosae (TMM) ...
Synthetic Strategies for the Construction of Enantiomeric Azanoradamantanes
Tetrahedron Letters (1997)
The amino azanoradamantane hexahydro-2,5b-methano-IH-3aS,3aa,6aa-cyclopenta-[clpyrrole-4a-amine 1and the corresponding enantiomer ent-1 have been prepared along with benzamide derivatives SC-52491and SC-52490, respectively, which ...
Preparation of Trifluoromethyl Lactol Derivatives via Base Initiated Cyclobutanol Ring ...
Benzocyclobutenone derivatives 4 are converted to the corresponding trifluoromethylcyclobutanols 5 by treatment with trifluoromethyltrimethylsilane in the presence of tetra-n-butylammonium fluoride. ...
Synthesis of N-BOC-3-azabicyclo[3.3.0]octan-7-one via reductive pauson-khand ...
Tetrahedron Letters (1993)
An intramolecular reductive Pauson-Khand reaction of the hexacarbonyldicobalt complex of N-(tert-butyloxycarbonyl)allylpropargylamine under dry-state adsorption conditions directly afforded the saturated N-BOC-3-azabicyclo[3.3.0]octan-7-one ...