研究领域

Asymmetricatalysi ;Organisynthesi ;Polymeancombinatoriachemistry

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. 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. Polymer 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.

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Jae Seung Lee; Dongeun Kim; Lucia Lozano; Suk Bin Kong; Hyunsoo Han Concise asymmetric synthesis of orthogonally protected syn - And anti -1,3-aminoalcohols Organic Letters. 2013;15(3):554-557. 7 Dongeun Kim; Srinivasa Reddy; Om V. Singh; Jae Seung Lee; Suk Bin Kong; Hyunsoo Han Ir(I)-catalyzed enantioselective decarboxylative allylic etherification: A general method for the asymmetric synthesis of aryl allyl ethers Organic Letters. 2013;15(3):512-515. 9 Jae Seung Lee; Dongeun Kim; Suk Bin Kong; Hyunsoo Han Air-stable bifunctional allylation reagents for the asymmetric synthesis of differentiated syn- and anti-1,3-diols Chemistry - A European Journal. 2013;19(13):4135-4139. 0 Dongeun Kim; Jae Seung Lee; Suk Bin Kong; Hyunsoo Han Cross-metathesis/iridium(I)-catalyzed allylic etherification strategy: (Iterative) catalytic asymmetric synthesis of syn- and anti-1,2-diols Angewandte Chemie - International Edition. 2013;52(15):4203-4206. 10 Dongeun Kim; Jae Seung Lee; Lucia Lozano; Suk Bin Kong; Hyunsoo Han Enantioenriched bifunctional crotylsilanes for the asymmetric synthesis of orthogonally protected 2-methyl-1,3-diols Organic Letters. 2013;15(19):5142-5145. 0 Om V. Singh; Hyunsoo Han Iridium(I)-catalyzed regio- and enantioselective decarboxylative allylic amidation of substituted allyl benzyl imidodicarbonates Journal of the American Chemical Society. 2007;129(4):774-775. 72 Satwinder Singh; Goutam Das; Om V. Singh; Hyunsoo Han Conformationally restricted 4-dimethylaminopyridine (DMAP) analogs: synthesis and evaluation of catalytic effectiveness Tetrahedron Letters. 2007;48(11):1983-1986. 18 Satwinder Singh; Goutam Das; Om V. Singh; Hyunsoo Han Development of more potent 4-dimethylaminopyridine analogues Organic Letters. 2007;9(3):401-404. 26 Om V. Singh; Hyunsoo Han Stereoselective synthesis of trans-olefins by the copper-mediated SN2′ reaction of vinyl oxazines with Grignard reagents. Asymmetric synthesis of d-threo-sphingosines Tetrahedron Letters. 2007;48(13):2345-2348. 11 Om V. Singh; Hyunsoo Han Iridium(I)-catalyzed regio- and enantioselective allylic amidation Tetrahedron Letters. 2007;48(40):7094-7098. 42 Satwinder Singh; Om V. Singh; Hyunsoo Han Asymmetric synthesis of (+)-iso-6-cassine via stereoselective intramolecular amidomercuration Tetrahedron Letters. 2007;48(47):8270-8273. 9 Om V. Singh; Hyunsoo Han Iridium(I)-catalyzed stereospecific decarboxylative allylic amidation of chiral branched benzyl allyl imidodicarboxylates Organic Letters. 2007;9(23):4801-4804. 38 Dinesh Chikkanna; Om V. Singh; Suk Bin Kong; Hyunsoo Han 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 Tetrahedron Letters. 2005;46(51):8865-8868. 16 Satwinder Singh; Hyunsoo Han Stereodivergent total asymmetric synthesis of polyhydroxylated pyrrolidines via tandem allylic epoxidation and intramolecular cyclization reactions Tetrahedron Letters. 2004;45(33):6349-6352. 28 Om V. Singh; Dorothy J. Kampf; Hyunsoo Han Oxazine formation by MsCl/Et 3N as a convenient tool for the stereochemical interconversion of the hydroxyl group in N-acetyl 1,3-aminoalcohols. Asymmetric synthesis of N-acetyl L-xylo- and L-arabino-phytosphingosines Tetrahedron Letters. 2004;45(39):7239-7242. 28 Om V. Singh; Hyunsoo Han Tandem overman rearrangement and intramolecular amidomercuration reactions. Stereocontrolled synthesis of cis- and frans-2,6-dialkylpiperidines Organic Letters. 2004;6(18):3067-3070. 33 Dinesh Chikkanna; Hyunsoo Han Hg(II) reagent-controlled stereoselective synthesis of 2,5-cis- and 2,5-trans-polyhydroxylated pyrrolidines Synlett. 2004;(13):2311-2314. 15 Om V. Singh; Hyunsoo Han A general methodology for the asymmetric synthesis of 1-deoxyiminosugars Tetrahedron Letters. 2003;44(11):2387-2391. 53 Hyunsoo Han A complete asymmetric synthesis of polyhydroxypiperidines Tetrahedron Letters. 2003;44(8):1567-1569. 22 Hyunsoo Han; Hongqin Yang Erratum: A complete asymmetric synthesis of polyhydroxypiperidines (Tetrahedron Letters (2003) 44 (1567-1569) PII: S0040403903000145) Tetrahedron Letters. 2003;44(14):3013.