Prof. 구  상  호 (sangho Koo)

    Tel :82-31-330-6185, Fax : 82-31-335-7248
    e-mail :
sangkoo@mju.ac.kr

    ◈  Education
      
      1981.03 ~ 1985.02 : BS, Seoul National University, Chemistry Major

      1986.01 ~ 1987.05 : MS, The University of Michigan, Organic Chemistry
      1988.09 ~ 1992.08 : Ph. D. The University of Michigan, Organic Chemistry
      1992.09 ~ 1994.02 : Postdoctoral Fellow, Emory University


  
   ◈  주요 경력

             1994-1998  명지대학교 화학과 조교수
             1998-1999  명지대학교 화학과 학과장
             1998-2002  명지대학교 화학과 부교수
             2006-2013  명지대학교 나노공학과 교수
             2003-현재   명지대학교 화학과 교수

             2006-현재   중국 화동이공대학교 Special Visiting Prof.
             2013-현재   명지대학교 에너지융합공학과 겸임교수

             2015-2016  명지대학교 화학과 학과장
             2017-현재   명지대학교 자연과학대학 학장
             2019-현재   Vice-editor-in-chief (Organic), Journal of Korean Chemical Society

  
   ◈  전문 분야
             새로운 유기합성 방법 개발, 간단한 천연물의 합성,  Palladium을 이용한 유기금속화학

     ◈  연구 내용

 

카로티노이드계 화합물 합성법 개발: 비타민 A의 전위체이고 식용색소로 사용되고 있으며 최근에는 항암효과가 있는 것으로 알려진 카로티노이드계 화합물의 합성에 관한 연구. 카로티노이드계 화합물의 주요 구조를 이루고 있는 conjugate polyene chain의 효율적인 합성법 개발. Isoprene을 시작물질로 메틸 치환체의 위치를 달리하는 conjugate polyene unit의 합성.
 

 

입체선택적인 polypropionate chain 합성법 개발 및 이를 이용한 천연물의 합성 여러 항생제의 효능을 보이고 있는 천연물들의 구조에서 자주 발견되는 polypropionate 구조의 입체선택적인 합성법 개발. 육각형 고리구조를 기본으로 여기에 입체선택적인 방법으로 메틸 치환체를 붙이고 고리를 열어 메틸기의 다양한 입체구조를 갖는 polypropionate chain의 합성. 이의 입체구조를 기본으로 갖는 여러 polypropionate 계통의 천연물 합성.

 

다양한 고리구조 화합물 합성에 관한 연구 베타-케토에스테르 화합물을 이용하여 오각형, 육각형 등의 고리구조 화합물의 합성. 여러 천연물에서 자주 발견되는 2-시클로핵센-1-온 및 2-시클로펜텐-1-온의 효율적 합성법 개발. 위의 방법을 이용한 이중고리구조 화합물의 합성. 질소원소를 함유하는 헤테로고리 화합물의 합성.


  
   ◈  주요 논문 실적

 

1,2-addition of Dimethyl(phenyl)silyllithium to Cyclic a,b-Unsaturated Ketones and Regiospecific Generation of Cyclic Silyl Enol Ethers through Brook Rearrangement of the1,2-AdditionProducts.
Tetrahedron Letters
, 1990, 31, 831.

 

A General Synthetic Entry to Highly-Oxygenated, Angularly-Fused Polycyclic Aromatic Compound. Liebeskind, L. J. Am. Chem. Soc., 1995, 117, 3389.

 

Allyl Trifluoromethanesulfonate.  Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A. Ed, Wiley, London, 19951, 130.

 

Thallium(I) Acetate.  Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A. Ed, Wiley, London, 1995, 7, 4832.

 

N-Phenylcampholylhydroxamic Acid.  Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A. Ed, Wiley, London, 1995, 6, 3965.

 

Bis(N-propylsalicylideneiminato)cobalt.  Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A. Ed, Wiley, London, 1995, 1, 552.

 

3-Nitro-9-nitroso carbazole.  Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A. Ed, Wiley, London, 1995, 6, 3747.

 

Highly Efficient Synthesis of Methyl-Substituted Conjugate Cyclohexenone. J. Org. Chem, 1997, 62, 9323.

 

Diallylic Sulfides as Key Structures for Carotenoid Syntheses. J. Org. Chem, 1999, 64, 8051.

   Highly Efficient Synthesis of Bicyclo[3.3.1]nonane Skeleton. Synthesis, 2000, 6, 801-804.
  A Highly Efficient Chain-Extension Process in the Systematic Syntheses of Carotenoid Natural Products. Angew. Chem. Int. Ed 2001, 40, 3627.
  Selective Oxidation of Allylic Sulfindes by Hydrogen Peroxide with the Trirutile-type Solide Oxide Catalyst LiNbMoO6. J. Org. Chem 2001, 66, 8192.
 

Mn(III)-Mediated Radical Cyclization for Δ1-Octalone Synthesis. Bull. Korean Chem, Soc, 2002, 23, 736.

  Allylic sulfones containing triene moieties a key synthons for carotenoid synthesis. Helvetica Chimica Acta 2003, 86, 2620.
  The Friedel-Crafts Alylation of a Preny Group Stabilized by a Sulfone Moiety: Expeditious Syntheses of Ubiquinones and Menaquinones,  J. Org. Chem, 2003, 68, 7925.
  The intramolecular Baylis Hillman reaction: easy preparation of versatile substrates, facile reactions, and synthetic applications. Chem. Commun, 2004, 236.
  Highly Efficient and General Syntehtic Method of Various Retinyl Ethers. Synlett, 2004, 11, 1937.
  Preparetion of the conjugated polyene chains with the 1,4-dimethyl substitution.  Tetrahedron Letters, 2004, 45, 7023.
 

General and systematic synthetic entry to carotenoid natural products. Tetrahedron, 2004, 60, 10181.

 

Stereoselective and Convergent Syntheses of Retinoic Acid and Its Ester Derivatives by the Sulfone Olefination Reaction. Synthesis, 2004, 17, 2813.

 

Efficient Syntheses of the Keto-carotenoids Canthaxanthin, Astaxanthin, and Astacene.  
J. Org. Chem
, 2005, 70, 3328.

 

Preparation  of 1,4-hydrobenzoquinones by the  PCC/SiO2-promoted double  oxidation of 3-cyclohexene-1,2-diols. Org.Biomol.Chem,  2005, 3, 3479.

 

Sulfone  Coupling and Double-Elimination  Strategy for Carotenoid Synthesis. J. Org. Chem, 2005, 70, 9662.

 

TMS·OTf-Catalyzed  α-bromination of carbonyl compounds  by N-bromosuccinimide.
Tetrahedron  Letters
200647, 291.

 

Origin of the Diastereoselection in the Indium-Mediated Addition of Haloallylic Sulfones to Aldehydes.
Organic Letters
, 2006, 8, 1459-1462.

 

Stereoselective  Synthesis of Allylic Sulfones via the Oxonia-Cope Rearrangement of  Homoallylic Alcohols Containing  a Homoallylic Sulfone Moiety. J. Org. Chem, 2006, 71, 4823-4828.

 

General Preparation and Controled Cyclization of Acyclic Terpenoids.
Journal of Organic Chemistry
, 2008, 73, 1991-1994.

 

Expeditious and Practical Synthesis of Lycopene.
Advanced Synthesis & Catalysis
, 2008, 350, 365-369.

 

Ring-Expansion Protocol: Preparation of Synthetically Versatile Dihydrotropones.
J. Org. Chem
, 2009, 74, 917-920.

 

Conductance Control in Stabilized Carotenoid Wires. Chemistry: A European Journal, 2010, 16, 7395 - 7399.

 

Convergent synthesis of new types of stabilized carotenoid compounds.
Pure and Applied Chemistry
, 2011, 83, 3, 613-620.

 

Ultrafast excited state dynamics and spectroscopy of 13,130-diphenyl-b-carotene.
Physical Chemistry Chemical Physics
, 2011,13, 6340-6351.

 

Selective Deoxygenation of Allylic Alcohol: Stereocontrolled Synthesis of Lavandulol.
Organic Letters
, 2011, 13, 10, 2682-2685.

 

Synthesis of Conzyme Q10. Europeon Journal of Organic chemistry, 2012, 4954-4962.

 

Bis-sulfonic acid Ionic Liquids for the Conversion of Fructose to 5-Hydroxymethyl-2-furfural.
Molecules
, 2012, 17, 12804-12811.

 

Mechanism and Scope of the Mn-Ⅲ-initiated Oxidation of beta-Ketocarbonyl Compounds ;
Furan Synthesis.
Europeon Journal of Organic chemistry, 2012, 6976-6985.

 

Combined Effect of Polar Substituents on the Electronic Flows in the Carotenoid Molecular Wire.
Chemistry: A
European Journal, 2013, 19, 10832-10835.

 

Sulfone-mediated syntheses of crocetin derivatives: regioselectivity of highly functionalized building blocks.
J. Org. Chem
, 2014, 79, 4712-4717.

 

Catalytic oxidation of β-keto esters by manganese(III)/cobalt(II) and consecutive cyclization to heterocycles. Advanced Synthesis & Catalysis2014356, 3059-3066.

 

Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations.
Organic & Biomolecular Chemistry, 2015, 13, 2588-2599.

 

Synthesis of Tribenzotropone by Ring Expansion of Phenanthrene-9,10-dione.
Synthesis
, 2015, 47, 2957-2960.

 

Resonance Raman Spectra of Carotenoid Molecules: Influence of Methyl Substitutions.
Journal of Physical Chemistry A
, 2015, 119, 56-66.

 

Regioselective Synthesis of 1,3- and 1,2-Tocopheryl Glyceride Ethers of Carboxylic Acids.
European Journal of Organic Chemistry
, 2015, 2015, 514-524.

 

One-Pot Conversion of Carbohydrates into Pyrrole-2-carbaldehydes as Sustainable Platform Chemicals. Journal of Organic Chemistry, 2015, 80, 7693-7701.

 

Fine-Tuning of Single-Molecule Conductance by Tweaking Both Electronic Structure and Conformation of Side Substituents. Chemistry - A European Journal, 2015, 21, 7716-7720.

 

Enhanced biological activity of carotenoids stabilized by phenyl groups. Food chemistry, 2015, 177, 339-45.

 

A chain extension method for apocarotenoids; lycopene and lycophyll syntheses.
Archives of biochemistry and biophysics
, 2015, 572, 142-150.

 

Liquid-liquid extraction of lithium using lipophilic dibenzo-14-crown-4 ether carboxylic acid in hydrophobic room temperature ionic liquid. Hydrometallurgy, 2016, 164, 362-371.

 

Systematic Synthesis of Diphenyl-Substituted Carotenoids as Molecular Wires.
European Journal of Organic Chemistry
, 2017, 2017, 6390-6400.

 

Efficient preparation method of 4-hydroxybenzoic esters - Oxidation of substituted Hagemann's ester. Tetrahedron Letters, 2017, 58, 2264-2266.

 

Design of lithium selective crown ethers: Synthesis, extraction and theoretical binding studies.
Chem. Engineer. J., 2017, 326, 921-933.

 

Aethusifolins A–D: Four new components from a traditional Mongolian medicinal herb Clematis aethusifolia Turcz. Phytochem. Lett., 2017, 22, 87-91.

 

Aerosol Cross-Linked Crown Ether Diols Melded with Poly(vinyl alcohol) as Specialized Microfibrous Li+ Adsorbents. ACS Appl. Mater. Interfaces, 2017, 9, 42862-42874.

 

Role of Ring Ortho Substituents on the Configuration of Carotenoid Polyene Chains.
Organic Letters
, 2018, 20, 493-496.

 

Deprotection of durable benzenesulfonyl protection for phenols - efficient synthesis of polyphenols.
Synthetic Communications
, 2018, 48, 247-254.

 

Lycorin Displays Potent Antitumor Efficacy in Colon Carcinoma by Targeting STAT3.
Frontiers in Pharmacology, 2018, 9, 881

 

Fast Assembly and High-Throughput Screening of Structure and Antioxidant Relationship of Carotenoids.
Organic Letters, 2019, 21, 714-718.

 

Synthesis of Phenyl-2,2'-bichalcophenes and Their Aza-Analogues by Catalytic Oxidative Deacetylation. Synthesis, 2019, Ahead of Print.

 

Bromoacetate Olefination Protocol for Norbixin and Julia-Kocienski Olefination for Its Ester Syntheses
ACS Omega, 2019, 4, 10019-10024.

 

Aqueous Synthesis of 14-15-Membered Crown Ethers with Mixed O, N and S Heteroatoms: Experimental and Theoretical Binding Studies with Platinum-Group Metals
ChemPlusChem, 2019, 84, 210-221.

 

7-Deoxynarciclasine shows promising antitumor efficacy by targeting Akt against hepatocellular carcinoma
International journal of cancer, 2019, Ahead of Print.

 

 

 

       저 서

      ◎  Encyclopedia of Reagents for Organic Synthesis, Wiley, 1995: Allyl Trifluoromethanesulfonate Vol. 1, pp 130.
      ◎  Encyclopedia of Reagents for Organic Synthesis, Wiley, 1995: Bis(N-propylsalicylideneaminato)cobalt(II)
            Vol. 1, pp 552.

      ◎  Encyclopedia of Reagents for Organic Synthesis, Wiley, 1995: 3-Nitro-9-nitrosocarbazole Vol. 6, pp 3747.
      ◎  Encyclopedia of Reagents for Organic Synthesis, Wiley, 1995: N-Phenylcampholylhydroxamic Acid
            Vol. 6, pp 3965.
      ◎  Encyclopedia of Reagents for Organic Synthesis, Wiley, 1995: Thallium(I) Acetate Vol. 7, pp 4832.

     
◈  연구 실적

 

1994~1996

Retinol 유도체 합성에 관한 연구 (한국과학재단, 삼천리제약).

 

1995~1997

디옥시폴리프로피오내이트의 입체 선택적 합성 (한국과학재단).

 

1995~1996

폴리프로피오내이트계 천연물 Pectinatone과Lardolure의 합성에 관한 연구
(한국과학재단, 도남산업).

 

1996~1998

베타-카로틴 합성에 관한 연구 (한국과학재단, 경기도)

 

1997.9~1999.8

α,β-unsaturated cyclic carbonyl 화합물에 관한 연구 (교육부, 1997-001-D00239)

 

1999.12~2001.11

폴리사이클릭 화합물 합성에 관한 연구 (교육부, D00299)

 

1996.6~2002.2

폴리인 체인 화합물 합성에 관한 연구 (한국과학재단, 경기도)