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Faculty
     
 

Hyunsoo Han
Associate Professor

Office Phone: (210) 458-5456
Office: BSE 1.104K
E-Mail: hyunsoo.han@utsa.edu

 

Areas of Specialization
• Asymmetric catalysis
• Organic Synthesis
• Polymer and combinatorial chemistry

 





Research Interests

Synthesis Oxygen/nitrogen-substituents are ubiquitous in almost all naturally occurring and man-made organic compounds. Our research laboratory is interested in developing innovative and efficient synthetic methodologies for the asymmetric installation of such important O/N-C bonds, particularly via transition-metal catalyzed stereoselective allylic O/N-C bond forming reactions. The developed methodologies are further implemented to the total synthesis of biologically significant complex O/N-containing compounds.

 

Catalysis Pyridine and its derivatives are an important class of nucleophilic catalysts for a wide range of organic reactions. In this regard, our laboratory designed and synthesized a series of pyridine-based (chiral) nucleophilic catalysts with much enhanced catalytic activities: one of the developed catalysts proved to be the most powerful catalysts in the acetylation reaction of tertiary alcohols up to date. Currently, our laboratory is actively engaged in examining the developed catalysts for other useful, but understudied organic reactions.

 

Polymers in synthesis and combinatorial chemistry Purification without column chromatography in organic laboratory? Polymer-based technology has been developed in our laboratory for the column-free purification of organic reaction mixtures, especially for the purification of macrocyclic compounds that are not very soluble in common column solvents, and thus difficult to separate by conventional column chromatography. The generality and utility of the developed technology are currently being studied for the synthesis and column-free purification of rotaxanes, catenanes, and biologically interesting cyclic peptide libraries.





Selected Publications

 

Cross-Metathesis/Iridium(I)-catalyzed Allylic Etherification Strategy: (Iterative) Catalytic Asymmetric Synthesis of syn- and anti-1,2-Diols.

Kim, D.; Lee, J. S.; Kong, S. B.; Han, H.
Angew. Chem. Int. Ed. 2013, 52, 4203-4206.

 

Air-Stable Bifunctional Allylation Reagents for the Asymmetric Synthesis of Differentiated syn- and anti-1,3-Diols.
Lee, J. S.; Kim, D.; Kong, S. B.; Han, H
Chem. Eur. J. 2013, 19, 4135-4139.

 

Ir(I)-catalyzed Enantioselective Decarboxylative Allylic Etherification: A General Method for the Asymmetric Synthesis of Aryl Allyl Ethers.
Kim, D.; Reddy, S.; Singh, O. V.; Lee, J. S.; Kong, S. B.; Han, H.
Org. Lett. 2013,15, 512-515 (This article was highlighted in the Synfacts 2013, 9, 523).

 

Concise Asymmetric Synthesis of Orthogonally Protected syn- and anti-1,3-Aminoalcohols.
Lee, J. S.; Kim, D.; Lozano, L.; Kong, S. B.; Han, H.
Org. Lett. 2013, 15, 554-557.

 

Asymmetric synthesis of (+)-iso-6-cassine via stereoselective intramolecular amidomercuration.
Singh, S.; Singh, O. V.; Han, H.
Tetrahedron Letters 2007, 48, 8270-8273.

 

 

 

 

Iridium(I)-Catalyzed Stereospecific Decarboxylative Allylic Amidation of Chiral Branched Benzyl Allyl Imidodicarboxylates.
Singh, O. V.; Han, H.
Organic Letters 2007, 9, 4801-4804.

 

 

 

Iridium(I)-catalyzed regio- and enantio-selective allylic amidation
Singh, O. V.: Han, H.
Tetrahedron Letters 2007, 48, 7094-7098.

 

 

 

Iridium(I)-catalyzed regio- and enantio-selective decarboxylative allylic amidation of substituted allyl benzyl imidodicarbonates
Singh, O. V.; Han, H.
Journal of American Chemical Society 2007, 129, 774-775.

 

 

 

Development of mor e potent 4-dimethylaminopyridine analogues.
Singh, S.; Das, G.; Singh, O. V.; Han, H.
Organic Letters 2007, 9, 401-404.

 

 

 

Conformationally restricted 4-dimethylaminopyridine (DMAP) analogs: Synthesis and evaluation of catalytic effectiveness
Singh, S.; Das, G.; Singh, O. V.; Han, H.
T
etrahedron Letters 2007, 48, 1983-1986.

 

 

 

Stereoselective synthesis of trans-olefins by the copper-mediated SN2' reaction of vinyl oxazines with Grignard reagents. Asymmetric synthesis of D-threo-sphingosines
Singh, O. V.; Han, H.
Tetrahedron Letters 2007, 48, 2345-2348.

 

 

 

A General Asymmetric Route for the Synthesis of the Alexine and Australine Family of Pyrrolizidine Alkaloids. The First Asymmetric Synthesis of 1,2-diepi-Alexine and 1,2,7-triepi-Australine
Chikkanna, D.; Singh, O. V.; Kong, S. B.; Han, H.
Tetrahedron Letters 2005, 46, 8865-8868.

 

 

 

Tandem Overman Rearrangement and Intramolecular Amidomercuration Reactions. Stereocontrolled Synthesis of cis- and trans-2,6-Dialkylpiperidines
Singh, O. V.; Han, H.
Organic Letters 2004, 6, 3067-3070.

 

 

 

A General Methodology for the Asymmetric Synthesis of 1-Deoxyiminosugars
Singh, O. V.; Han, H.
Tetrahedron Letters 2003, 44, 2387-2391.

 

 

 

 

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