洪伯誠 教授 Hong, Bor-Cherng                           Professor

Date of employment: Aug. 1, 1994

Specialty: Synthetic Organic Chemistry, Medicinal Chemistry

TEL (O): (886-5) 272-0411
ext. 66404

Email: chebch@ccu.edu.tw

Lab Webpage

 

 

到校日期:8381

專長領域:有機合成化學、藥物合成

 

聯絡電話:(05) 272-0411 ext. 66404

電子信箱:chebch@ccu.edu.tw

研究室:Rm 514

實驗室網頁

 

 

B.S. in Chemistry, Tunghai University, 1984

M.S. in Chemistry, National Taiwan University, 1986

Ph. D. in Chemistry, University of Chicago, 1993

Research Assistant, Univ. Pennsylvania, 1990-1992

Postdoc Research Associate, Harvard Univ., 1993-1994

Assoc. Professor, National Chung Cheng Univ. , 1994-1999

Professor, National Chung Cheng University, 1999-2002

Chairperson of Department of Chemistry and Biochemistry, 2012-2015

 

 

學士 東海大學化學系理學士 (1984)

碩士 國立台灣大學化學系碩士 (1986)

博士 美國芝加哥大學化學系博士 (1993)

美國賓州大學化學系論文研究 (1990-1992)

美國哈佛大學化學系博士後研究 (1993-1994)

國立中正大學化學系副教授 (1994-1999)

國立中正大學化學系教授 (1999-2002)

國立中正大學化生系教授 (2002-)

中正大學化學暨生物化學系主任 (2012-2015)

Research Interests

Organic Photochemistry

Total Synthesis of Natural Products

New Synthetic Methodologies

Asymmetric Reactions

Medicinal Chemistry

 

 

研究重點

有機光化學

有機天然物合成

創新有機反應的開發

不對稱有機反應的開發及應用

藥物化學

Selected Publications 代表著作

  • Vishal M. Sheth, Bor-Cherng Hong,* Gene-Hsiang Lee, “Enantioselective total synthesis of (+)-arborescidine C and related tetracyclic indole alkaloids using organocatalysis” Org. Biomol. Chem. 2017, 15, 3408 – 3412.

  • Chia-Chueng Chen, Bor-Cherng Hong,* Wen-Shan Li,* Tzu-Ting Chang, and Gene-Hsiang Lee, “Synthesis Of Biologically Active Bis(Indolyl)Methane Derivatives by BisindoleAlkylation of Tetrahydroisoquinolines with Visible-Light Induced Ring-Opening Fragmentation” Asian J. Org. Chem. 2017, 6, 426–431.

  • Bor-Cherng Hong,* “Small Organic Moleculecatalyzed Reactions” in Encyclopedia of Physical Organic Chemistry, Zerong Wang Ed.; Chapter 24, p 1223–1298, John Wiley & Sons, Inc. 2017 April. ISBN 978-1-118-46858-6 DOI: 10.1002/9781118468586.epoc2024

  • Chieh-Hung Peng, Bor-Cherng Hong,* Arun Raja, Chun-Wei Chang and Gene-Hsiang Lee, “Constructing Densely Functionalized Hajos–Parrish-type Ketones with Six Contiguous Stereogenic Centers and Two Quaternary Carbons in a Formal [2+2+2] Cycloaddition Cascade” RSC Advances, 2016, 6, 95314–95319.

  • Arun Raja, Bor-Cherng Hong,* Ju-Hsiou Liao, and Gene-Hsiang Lee “Organocatalytic Enantioselective Michael−Michael−Henry Reaction Cascade. An Entry to Highly Functionalized Hajos−Parrish-Type Ketones with Five to Six Contiguous Stereogenic Centers and Two Quaternary Carbons” Organic Letters, 2016, 18, 1760−1763.

  • B.-C. Hong* in, “Constructing Molecular Complexity and Diversity by Cycloaddition Reactions of Fulvenes” in Cross Conjugation: Modern Dendralene, Radialene and Fulvene Chemistry, Henning Hopf, H. and Sherburn, N. S., Ed.; Chapter 7, p 249–300, Wiley, 2016 April. ISBN 978-3-527-33437-7

  • Chia-Hsin Lin, Bor-Cherng Hong,* and Gene-Hsiang Lee “Asymmetric Synthesis of Functionalized Pyrrolizidines by an Organocatalytic and Pot-economy Strategy” RSC Advances, 2016, 6, 8243–8247. 

  • Van-Wei Yang, Bor-Cherng Hong,* Hsin-Kai Kao, Ting-Hsun Tu, Jiun-Yi Shen, Chi-Lin Chen, Gene-Hsiang Lee, Pi-Tai Chou*, "One-Pot Dichotomous Construction of Inside-Azayohimban and Pro-Azayohimban Systems via an Enantioselective Organocatalytic Cascade; Their Use as a Model to Probe the (Aza-)Indole Local Solvent Environment." Organic Letters, 2015, 17, 5816–5819.

  • Bor-Cherng Hong*, Arun Raja, Vishal M. Sheth ”Asymmetric Synthesis of Natural Products and Medicinal Drugs through One-Pot-Reaction Strategies” Synthesis, 2015, 47, 3257–3285.

  • Cheng-Wei Lin, Bor-Cherng Hong,* Wan-Chen Chang, Gene-Hsiang Lee, "One-pot A New Approach to Nitrones through Cascade Reaction of Nitro Compounds Enabled by Visible Light Photoredox Catalysis." Organic Letters, 2015, 17, 2314–2317

  • Nitin S. Dange, Bor-Cherng Hong,* and Gene-Hsiang Lee, “One-pot Biomimetic Total Synthesis of Yuehchukene via the Organocatalytic Alkylation-cyclization Process of a Sterically Encumbered α-Alkyl Enal” RSC Advances, 2014, 4, 59706–59715.

  • Arun Raja, Bor-Cherng Hong,* and Gene-Hsiang Lee, “Organocatalytic Enantioselective Michael–Michael–Michael–Aldol Condensation Reactions: Control of Five Stereocenters in a Quadruple-Cascade Asymmetric Synthesis of Highly Functionalized Hexahydrophenanthrenes” Organic Letters, 2014, 16, 5756−5759.

  • Teh-Chang Chou and Bor-Cherng Hong, “Octacarbonyldicobalt (Second Update, pp 12–26)” Encyclopedia of Reagents for Organic Synthesis [Online], John Wiley & Sons Ltd. DOI: 10.1002/047084289X.ro001.pub3
    http://onlinelibrary.wiley.com/book/10.1002/047084289X [2014/5/28].

  • Dai-Huei Jhuo, Bor-Cherng Hong,* Chun-Wei Chang, and Gene-Hsiang Lee, “One-Pot Organocatalytic Enantioselective Michael–Michael–Aldol–Henry Reaction Cascade. A Facile Entry to the Steroid System with Six Contiguous Stereogenic Centers” Organic Letters, 2014, 16, 2724–2727

  • B.-C. Hong,* N. S. Dange, “Cascade Reactions in Stereoselective Synthesis” in Stereoselective Synthesis of Drugs and Natural Products, Vasyl Andrushko and Natalia Andrushko, Ed.; Chapter 21, p 581-621, Wiley, 2013 October. ISBN 978-1-118-03217-6.

  • Bor-Cherng Hong, “Organocatalyzed Cycloadditions” in Enantioselective Organocatalyzed Reactions II, Rainer Mahrwald, Ed.; Chapter 3, p 187-244, Springer, 2011. ISBN 978-90-481-3866-1.

  • Bor-Cherng Hong,* Wei-Kai Liao, Nitin S. Dange, and Ju-Hsiou Liao, “Sequential Asymmetric Catalysis in Michael–Michael–Michael–Aldol Reactions: Merging Organocatalysis with Photoredox Catalysis in a One-Pot Enantioselective Synthesis of Highly Functionalized Decalines Bearing a Quaternary Carbon Stereocenter" Organic Letters, 2013, 15, 6258-6261.

  • Nitin S. Dange, Bor-Cherng Hong,* Chih-Ching Lee, and Gene-Hsiang Lee, “One-Pot Asymmetric Synthesis of Seven-Membered Carbocycles Cyclohepta[b]indoles via a Sequential Organocatalytic Michael/Double Friedel–Crafts Alkylation Reaction " Organic Letters, 2013, 15, 3914-3917.

  • Bor-Cherng Hong,* Wei-Kai Liao, Nitin S. Dange, and Ju-Hsiou Liao, “One-Pot Organocatalytic Enantioselective Domino Double-Michael Reaction and Pictet-Spengler–Lactamization Reaction. A Facile Entry to the “Inside Yohimbane” System with Five Contiguous Stereogenic Centers" Organic Letters, 2013, 15, 468-471.

  • Bor-Cherng Hong,* Ding-Jyun Lan, Nitin S. Dange, Gene-Hsiang Lee, and Ju-Hsiou Liao, “Organocatalytic Enantioselective Michael-Henry acetalization of Glutaraldehyde and 2-Nitro-3-arylprop-2-enol. A Facile Entry to the 3-Oxa-bicyclo[3.3.1]nonan-2-ones with Four Consecutive Stereogenic Centers " Eur. J. Org. Chem. 2013, 2472-2478.

  • Bor-Cherng Hong,* Nitin Dange, Po-Jen Yen, Gene-Hsiang Lee, and Ju-Hsiou Liao, “Organocatalytic Asymmetric Anti-Selective Michael Reactions of Aldehydes and the Sequential Reduction/Lactonization/Pauson–Khand Reaction for the Enantioselective Synthesis of Highly Functionalized Hydropentalenes" Organic Letters, 2012, 14, 5346-5349.

  • Bor-Cherng Hong,* Po-Yuan Chen, Prakash Kotame, Pei-Ying Lu, Gene-Hsiang Lee and Ju-Hsiou Liao, “Organocatalyzed Michael–Henry reactions: Enantioselective synthesis of cyclopentanecarbaldehydes via the dienamine organocatalysis of a succinaldehyde surrogate " Chemical communications, 2012, 48, 7790-7792. (封面故事 Front Cover Picture).

  • Bor-Cherng Hong,* Che-Sheng Hsu and Gene-Hsiang Lee, “Total synthesis of (+)-galbulin via organocatalytic domino Michael–Michael–aldol condensation" Chemical communications, 2012, 48, 2385-2387. (封面故事 Front Cover Picture)

  • Bor-Cherng Hong,* Nitin Dange, Chun-Feng Ding, Ju-Hsiou Liao, “Organocatalytic Michael–Knoevenagel–Hetero-Diels-Alder reactions: An Efficient Asymmetric One-Pot Strategy to Isochromene Pyrimidinedione Derivatives" Organic Letters, 2012, 14, 448-451.

  • Bor-Cherng Hong,* Prakash Kotame, and Gene-Hsiang Lee, "Asymmetric Synthesis of 3,4-Dihydrocoumarin Motif with an All-Carbon         Quaternary Stereocenter via a Michael-Acetalization Sequence with Bifunctional Amine-thiourea Organocatalysts" Organic Letters, 2011, 13, 5758-5761.

  • Bor-Cherng Hong,* Nitin S. Dange, Che-Sheng Hsu, Ju-Hsiou Liao, and Gene-Hsiang Lee, "Dynamic Kinetic Asymmetric Synthesis of Five Contiguous Stereogenic Centers by Sequential Organocatalytic Stetter and Michael−Aldol Reaction: Enantioselective Synthesis of Fully Substituted Cyclopentanols Bearing a Quaternary Stereocenter" Organic Letters, 2011, 13, 1338-1341.

  • Bor-Cherng Hong,* Roshan Y. Nimje, Cheng-Wei Lin, and Ju-Hsiou Liao, "Enantioselective Organocatalytic Michael−Wittig−Michael−Michael Reaction: Dichotomous Construction of Pentasubstituted Cyclopentanecarbaldehydes and Pentasubstituted Cyclohexanecarbaldehy" Organic Letters, 2011, 13, 1278-1281.

  • Bor-Cherng Hong,* Prakash Kotame, and Ju-Hsiou Liao, " Enantioselective organocatalytic domino Michael–acetalization–Henry reactions of 2-hydroxynitrostyrene and aldehyde for the synthesis of tetrahydro-6H-benzo[c]chromenones" Org. Biomol. Chem. 2011, 9, 382-386.

  • Bor-Cherng Hong,* Nitin S. Dange, Che-Sheng Hsu, and Ju-Hsiou Liao, "Sequential Organocatalytic Stetter and Michael–aldol Condensation Reaction: Asymmetric Synthesis of Fully Substituted Cyclopentenes via a [1 + 2 + 2] Annulation Strategy" Organic Letters, 2010, 12, 4812-4815.

  • Bor-Cherng Hong,* Prakash Kotame, Chih-Wei Tsai, and Ju-Hsiou Liao, "Enantioselective Total Synthesis of (+)-Conicol via Cascade Three-Component Organocatalysis" Organic Letters, 2010, 12, 776-779.

  • Bor-Cherng Hong,* Rei-Hau Jan, Chih-Wei Tsai, Roshan Y. Nimje, Ju-Hsiou Liao and Gene-Hsiang Lee, " Organocatalytic Enantioselective Cascade Michael-Michael-Wittig Reactions of Phosphorus Ylides: One-Pot Synthesis of the all-cis Trisubstituted Cyclohexenecarboxylates via the [1 + 2 + 3] Annulation" Organic Letters, 2009, 11, 5246-5249.

  • Bor-Cherng Hong,* Roshan Y. Nimje and Ju-Hsiou Liao, "Enantioselective synthesis of highly functionalized octahydro-6-oxo-1-phenylnaphthalene-2-carbaldehydes via organocatalytic domino reactions" Org. Biomol. Chem. 2009, 7, 3095–3101.

  • Prakash Kotame, Bor-Cherng Hong* and Ju-Hsiou Liao “Enantioselective synthesis of the tetrahydro-6H-benzo[c]chromenes via Domino Michael–Aldol condensation: control of five stereocenters in a quadruple-cascade organocatalytic multi-component reaction.” Tetrahedron Letters, 2009, 50, 704-707.

  • Hong, B. C.; Nimje, R. Y.; Sadani, A. A.; Liao, J. H. “Organocatalytic Enantioselective Domino Michael-aldol Condensation of 5-Oxoalkanal and α,β-Unsaturated Aldehydes. Efficient Assembly of Densely Functionalized Cyclohexenes” Organic Letters, 2008, 10, 2345-2348.

  • Hong, B. C.; Liu, K. L.; Tsai, C. W.; Liao, J. H. “Proline-Mediated Dimerization of Cinnamaldehydes via 1,3-Dipolar Cycloaddition Reaction with Azomethine Ylides. A Rapid Access to Highly Functionalized Hexahydro-1H-Pyrrolizine..” Tetrahedron Letters, 2008, 49, in print.

  • Hong, B. C.; Nimje, R. Y.; Wu, M. F.; Sadani, A. A. “Organocatalytic Double Michael Reaction of 7-Oxohept-2-enoates and Nitrostyrene – Formal Synthesis of (–)-α- and (–)-β-Lycorane” Eur. J. Org. Chem. 2008, 1449-1457.

  • Hong, B. C.; Wu, M. F.; Tseng, H. C.; Huang, G. F.; Su, C. F.; Liao, J. H. “Organocatalytic Asymmetric Robinson Annulation of α,β-Unsaturated Aldehydes: Applications to the Total Synthesis of (+)-Palitantin” J. Org. Chem. 2007, 72, 8459-8471.

  • Hong, B. C.; Tseng, H. C.; Chen, S. H. “Synthesis of Aromatic Aldehydes by Organocatalytic [4 + 2] and [3 + 3] Cycloaddition of α,β-Unsaturated Aldehydes” Tetrahedron, 2007, 63, 2840-2850.

  • Hong, B. C.;Yang, C.-Y.; Nimje, R. “The Organocatalytic Direct Self-Trimerization of Acrolein:  Application to the Total Synthesis of Montiporyne F.” Tetrahedron Letters, 2007, 48, 1121-1125.

  • Hong, B. C.; Nimje, R. “Catalytic C–C Bond Formation in Natural Products Synthesis: Highlights From The Years 2000– 2005” invited review, Current Organic Chemistry, 2006, 10, 2191-2225.

  • Hong, B. C.; Jiang, Y.-F.; Chang, Y.-L.; Lee, S.-J. “Synthesis and Cytotoxivity Studies of Cyclohepta[b]indoles, Benzo[6.7]cyclohepta[1,2-b]indoles, indeno[1,2-b]indoles, and Benzo[a]carbazoles.J. Chin. Chem. Soc., 2006, 53, 647-662.

  • Hong, B. C.; Wu, M.-F.; Tseng, H.-C.; Liao, J.-H. “Enantioselective Organocatalytic [3+3] Cycloaddition of α,β-Unsaturated Aldehydes and application to the Asymmetric Synthesis of (-)-Isopulegol Hydrate and (-)-Cubebaol” Organic Letters, 2006, 8, 2217-2220.

  • Hong, B. C.; Hallur, M. S.; Liao, J.-H. “Hetero Diels–Alder Cycloaddition of Indene for the Formal Synthesis of Onychnine” Synth. Commun. 2006, 36, 1521-1528.

  • Hong, B. C.; Kim, S.; Kim, T.-S.; Corey, E. J. “Synthesis and properties of several isomers of the cardioactive steroid ouabain” Tetrahedron Letters, 2006, 47, 2711-2715.

  • Tseng, H.-C.; Gupta, A. K.; Hong, B. C.; Liao, J.-H. ”Regioselective Electrophilic Substitutions of Fulvenes with Ethyl Glyoxlate and Subsequent Diels-Alder Reactions.” Tetrahedron 2006, 62, 1425-1432.

  • Chen, S.-H.; Hong, B. C.; Su, C.-F.; Sarshar, S. “An unexpected inversion of enantioselectivity in the proline catalyzed intramolecular Baylis-Hillman reaction” Tetrahedron Lett. 2005, 46, 8899-8903.

  • Hong, B. C.; Chen, Z.-Y.; Nagarajan, A.; Rudresha, K.; Chavan, V.; Chen, W.-H.; Jiang, Y.-F.; Zhang, S.-C.; Lee, G.-H.; Sarshar, S. “Efficient and Stereodivergent Synthesis of Deoxyimino Sugars” Carbohydrate Research 2005, 340, 2457-2468.

  • Hong, B. C.; Chen, F.-L.; Chen, S.-H.; Liao J.-H.; Lee, G.-H. “Intramolecular Diels-Alder Cycloadditions of Fulvenes.  Application to the Kigelinol, Neoamphilectane and Kempane Skeletons.” Organic Letters, 2005, 7, 557-560.

  • Hong, B. C.; Chen, Z.-Y.; Nagarajan, A.; Rudresha, K.; Chavan, V.; Chen, W.-H.; Jiang, Y.-F.; Zhang, S.-C.; Lee, G.-H.; Sarshar, S. “Efficient Synthesis of Enantiomerically Pure Dihydropyrans” Tetrahedron Lett. 2005, 46, 1281-1285.

  • Hong, B. C.; Chen, Z.-Y.; Chen, W.-H.; Sun, H.-I.; Lee, G.-H. “Traceless Solid-Phase Synthesis of Cyclopenta[c]quinolines and Cyclopenta[c]chromenes via Hetero [6+3] Cycloadditions of Fulvene.  A Facile Approach to the 11-heterosteroids framework.J. Chin. Chem. Soc., 2005, 52, 182-200.

  • Hong, B. C.; Wu, J.-L.; Gupta, A.; Hullar, M. S.; Liao, J.-H. “Azadiene Diels-Alder Cycloaddition of Fulvenes: A Facile Approach to the [1]Pyrindine System”, Org. Lett. 2004, 6, 3453-3456.

  • Hong, B. C.; Gupta, A. K.; Wu, M.-F.; Liao, J.-H. “Formal [6+3] Cycloaddition of Fulvenes with 2H-azirine: a Facile Approach to the [2]Pyrindines System”, Tetrahedron Lett. 2004, 45, 1663-1666.

  • Hong, B. C.; Gupta, A. K.; Wu, M.-F.; Liao, J.-H.; Lee, G.-H. “Hetero [6+3] Cycloaddition of Fulvenes with N-Alkylidene Glycine Esters: A Facile Synthesis of the Delavayine and Incarvillateine Framework”, Org. Lett. 2003, 5, 1689-1692.

  • Hong, B. C.; Shr, Y.-J.; Liao, J.-H. “Unprecedented Microwave Effects on the Cycloaddition of Fulvenes. A New Approach to the Construction of Polycyclic Ring Systems”, Org. Lett. 2002, 4, 663 -666.

  • Hong, B. C.; Shr, Y.-J.; Wu, J. L.; Gupta A. K.; Lin, K. J. “Novel [6+2] Cycloaddition of Fulvenes with Alkenes: A Facile Synthesis of the Anislactone and Hirsutane Framework”, Org. Lett. 2002, 4, 2249-2252.

  • Hong, B. C.; Shen, I. C.; Liao, J.-H. “Unprecedented Sequential Oxidative Dimerization and Cycloaddition of 1,3-Diketones to Fulvenes: A facile Synthesis of the Cyclopenta[b]chromenes”, Tetrahedron Lett. 2001, 42, 935-938.

  • B.C. Hong, Y.F. Jiang and E.S. Kumar, "Microwave-Assisted [6+4]-Cycloaddition of Fulvenes and a-Pyrones to Form Azulene-indoles. Facile Syntheses of New Antineoplastic Agents.", Bioorg. Med. Chem. Lett. 2001, 11, 1981-1984.

  • B.C. Hong, I.C. Shen and J.H. Liao , "Unprecedented Sequential Oxidative Dimerization and Cycloaddition of 1,3-Diketones to Fulvenes: A facile Synthesis of the Cyclopenta[b]chromenes", Tetrahedron Lett. 2001, 42, 935-938.

  • B.C.Hong, H.I.Sun, Y.J.Shr and K.J.Lin, "A Novel Oxidative Alkylation-Nitration of 1,3-Dicarbonyl Compounds to Dicyclopentadiene and Norbornene", J. Chem. Soc. Perkin 1, 2000, 2939-2942.

  • B.C.Hong,Z.Y.Chen and W.H.Chen, "Traceless Solid-Phase Synthesis of Heterosteroid Framework", Organic Letters, 2000, 2, 2647-2649.

  • B.C. Hong, H.I. Sun and Z.Y. Chen, "Unprecedented and Novel Hetero [6+3] Cycloadditions of Fulvenes. A Facial Synthesis of 11-oxasteroids Frameworks", Chem. Commun., 1999, 2125-6.

  • B.C. Hong, Z.Y. Chen and E.S. Kumar "Unprecedented Oxidative Addition of alpha-halo Acyl Halide to 6,6-Dialkoxyfulvene", J. Chem. Soc. Perkin 1, 1999, 1135-7.

  • B.C. Hong and S.F. Chin, "Bicyclo[3.2.1]octanes via McMurry Couplings", Synth. Commun., 1999, 29, 3097-3106.

  • B.C. Hong and S. Sarsha, "Recent Advances in the Synthesis of Indan System. A Review", invited paper in Organic Preparations and Procedures International, 1999, 31, 1-86.

  • B.C. Hong Jang-Hsing Hong and Yann-Chien Tsai, "Regio- and Enantioselective Prenyl Anion Transfer: Application to the Total Synthesis of (-)-Rosiridol", Angew. Chem. Int. Ed. Engl., 1998, 37, 468-470.

  • B.C. Hong Si-shoung Sun and Yann-Chien Tsai, "Metal Mediated [6+3] Cycloaddition Reactions of Fulvenes. A Novel Approach to the Indan Systems", J. Org. Chem, 1997, 62, 7717-7725.