Yun Group
Publications
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Cham Bi Seo, Wan Seok Yoon and Jaesook Yun* "Asymmetric Conjugate Addition of Vinyl Arene-Derived Chiral Benzylcopper Nucleophiles" Org. Lett. 2024, 26, 39, 8340–8344
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Dohyun Park, Minsoo Lim and Jaesook Yun* "Efficient Desulfonylation of Alkenyl Sulfones Enabled by Cu-Catalysis" ChemCatChem 2024, e202400775
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Minsoo Lim, Dohyun Park, and Jaesook Yun* "Copper-Catalyzed Diastereoselective Borylative Allylation of Alkenyl Sulfones and Base-Controlled Synthesis of Skipped Dienes" Org. Lett. 2023, 25, 49, 8917–8921
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Jing He, Cham Bi Seo, Wan Seok Yoon and Jaesook Yun* "Asymmetric Synthesis of β-Aminoboronates via Copper-Catalyzed Reductive Coupling of Vinyl Boronates with Imines" Org. Lett. 2023, 25, 29, 5492-5497
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Byung-Nam Kang, Hong-Jun Kang, Sunjoo Kim, Jungwoo Lee, Jinwoo Lee, Hee-Jin Jeong, Seeun Jeon, Youngdo Shin, Cheolhwan Yoon, Cheolkyu Han, Jeongbeob Seo, Jaesook Yun* "Synthesis and biological evaluation of N-(3-fluorobenzyl)-4-(1-(methyl-d3)-1H-indazol-5-yl)-5-(6-methylpyridin-2-yl)-1H-imidazol-2-amine as a novel, potent ALK5 receptor inhibitor" Bioorganic & Medicinal Chemistry Letters, 2023, 85, 129205
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Jing He, Deyuan Meng, Dong Yeon Lee, and Jaesook Yun* "Ligand-Free Copper-Catalyzed 1,6-Conjugate Reaction of para-Quinone Methides with gem-Diborylalkanes" Eur. J. Org. Chem. 2022, e202201241
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Deyuan Meng, Jing He, Woojin Yoon, Hoseop Yun, Jung Tae Han, and Jaesook Yun,* "Copper-Catalyzed Asymmetric 1,6-Addition of Borylalkene-Derived Nucleophiles to para-Quinone Methides" Adv. Synth. Catal. 2022, 364, 4135– 4140
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Yoon, W. S.; Jang, W. J.; Yoon, W. J.; Yun, H.*; Yun, J.* "Copper-catalysed asymmetric reductive crosscoupling of prochiral alkenes" nat. commun. 2022, 13, 2570 DOI: 10.1038/s41467-022-30286-8
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Yoon, W. S.; Han, J. T.; Yun, J.* "Divergent Access to Benzocycles through Copper-Catalyzed Borylative Cyclization" Adv. Synth. Catal. 2021, 363, 4953-4959 DOI: 10.1002/adsc.202100812
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Lee, S. Y.; Ryu, D.; Yun, J.* "Kinetic Resolution and Dynamic Kinetic Resolution of γ-Aryl-Substituted Butenolides via Copper-Catalyzed 1,4-Hydroboration" Adv. Synth. Catal. 2021, 363, 2377–2381 DOI: 10.1002/adsc.202001353
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Jang, W. J.; Woo, J. K.; Yun, J.* "Asymmetric Conjugate Addition of Chiral Secondary Borylalkyl Copper Species" Angew. Chem. Int. Ed. 2021, 60, 4614-4618.
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Acharyya, R. K.; Kim, S. Y.; Park, Y.; Han, J. T.; Yun, J.* “Asymmetric Synthesis of 1,2-Dihydronaphthalene-1-ols via Copper-Catalyzed Intramolecular Reductive Cyclization” Org. Lett. 2020. 22, 20, 7897–7902.
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Jang, W. J.; Song, S. B.; Lee, S.; Yoo, S. Y.; Chung, Y. K.; Huh, J.*; Yun, J.* “ LiOtBu-Promoted Stereoselective Deconjugation of α,β-Unsaturated Diesters Probed by Density Functional Theory” Org. Chem. Front. 2020, 7, 3427–3433
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Kim, J.; Kim, E.; Kim, J.; Kim J.-H.*; Ha, S.; Song, C.; Jang, W. J.; Yun, J. “ Four-Channel Monitoring System with Surface Acoustic Wave Sensors for Detection of Chemical Warfare Agents” J. Nanosci. Nanotechnol. 2020, 20, 7151–7157.
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Han, J. T.; Lee, J. Y.; Yun, J.* “Asymmetric Synthesis of γ–Chiral Borylalkanes via Sequential Reduction/Hydroboration using a Single Copper Catalyst” Chem. Sci. 2020, 11, 8961–8965.
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Han, J. T.; Kim, S.-T.; Baik, M.-H.*; Yun, J.* “Direct Stereoconvergent Allylation of Chiral Alkylcopper Nucleophiles with Racemic Allylic Phosphates” Chem. Eur. J. 2020, 26, 2592–2596.
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Lee, H.; Lee, S.; Yun, J.* “Pd-Catalyzed Stereospecific Cross-Coupling of Chiral α-Borylalkylcopper Species with Aryl Bromides” ACS Catal. 2020, 10, 2069–2073.
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Jang. W. J.; Yun, J.* “Catalytic Asymmetric Conjugate Addition of a Borylalkyl Copper Complex for Chiral Organoboronate Synthesis” Angew. Chem. Int. Ed. 2019, 58, 18131–18135.
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Li, D.; Park, Y.; Yoon, W.; Yun, H.; Yun, J.* “Asymmetric Synthesis of 1‑Benzazepine Derivatives via Copper-Catalyzed Intramolecular Reductive Cyclization” Org. Lett. 2019, 21, 9699–9703.
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Park, Y.; Yun, J.* “Copper-Catalyzed Asymmetric Reduction of β,β-Disubstituted Alkenylboramides” Org. Lett. 2019, 21, 8779–8782.
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Kim, G.; Shin, D.; Lee, S.; Yun, J.; Lee, S.* “Crystal Structure of IlvC, a Ketol-Acid Reductoisomerase, from Streptococcus Pneumoniae” Crystals 2019, 9, 551.
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Han, J. T.; Yun, J.* "Asymmetric synthesis of α-chiral β-hydroxy allenes: copper-catalyzed c-selective borylative coupling of vinyl arenes and propargyl phosphates" Chem. Commun. 2019, 55, 9813.
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Kim, J.; Lee, H.; Yun, J.* “Asymmetric synthesis of chiral tertiary borylated phosphonates by copper-catalyzed conjugate borylation” Tetrahedron 2019, 75, 4250–4254.
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Jang, W. J.; Song, S. M.; Yun, J.* "Asymmetric Synthesis of γ‑Hydroxy Pinacolboronates through Copper-Catalyzed Enantioselective Hydroboration of α,β-Unsaturated Aldehydes" J. Org. Chem. 2019, 84, 7, 4429–4434
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Jang, W. J.; Kang, B.-N.; Lee, J. H.; Choi, Y. M.; Kim, C.-H.; Yun, J.* "NHC-copper-thiophene-2-carboxylate complex for the hydroboration of terminal alkynes" Org. Biomol. Chem. 2019, 17, 5249.
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Lee, H.; Yun, J.* "Copper(I)-Catalyzed Enantioselective 1,6-Borylation of α,β,γ,δ-Unsaturated Phosphonates" Org. Lett. 2018, 20, 7961.
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Li, D.; Park, Y.; Yun, J.* "Copper-Catalyzed Regioselective and Diastereoselective Synthesis of Borylated 1‑Benzo[b]azepines" Org. Lett. 2018, 20, 7526.
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Jang, W. J.; Yun, J.* "Copper-Catalyzed Tandem Hydrocupration and Diastereo- and Enantioselective Borylalkyl Addition to Aldehydes" Angew. Chem. Int. Ed. 2018, 57, 12116.
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Li, D.; Kim, J.; Yang, J. W.; Yun, J.* "Copper-Catalyzed Asymmetric Synthesis of Borylated cis-Disubstituted Indolines" Chem. Asian J. 2018, 13, 2365.
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Han, J. T.; Yun, J.* "Copper-Catalyzed Synthesis of Tetrasubstituted Enynylboronates via Chemo-, Regio-, Stereoselective Borylalkynylation" Org. Lett. 2018, 20, 2104–2107.
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Yoon, D.-O.; Zhao, X.; Son, D.; Han, J. T.; Yun, J.; Shin, D.; Park, H.-J.* "SAR Studies of Indole-5-propanoic Acid Derivatives to Develop Novel GPR40 Agonists" ACS Med. Chem. Lett. 2017, 8, 1336–1340.
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Kim, N.; Han, J. T.; Ryu, D. H.; Yun, J.* "Copper-Catalyzed Asymmetric Borylallylation of Vinyl Arenes" Org. Lett. 2017, 19, 6144–6147.
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Jang, W. J.; Song, S. M.; Moon, J. H.; Lee, J. Y.; Yun, J.* "Copper-Catalyzed Enantioselective Hydroboration of Unactivated 1,1-Disubstituted Alkenes" J. Am. Chem. Soc. 2017, 139, 13660–13663.
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Jang, W. J.; Han, J. T.; Yun, J.* "NHC-Copper-Catalyzed Tandem Hydrocupration and Allylation of Alkenyl Boronates" Synthesis 2017, 49, 4753–4758. (Contribution to the special topic "Modern Strategy for Borylation in Synthesis")
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Han, J. T.; Jang, W. J.; Kim, N.; Yun, J.* "Asymmetric Synthesis of Borylalkanes via Copper-Catalyzed Enantioselective Hydroallylation" J. Am. Chem. Soc. 2016, 138, 15146–15149.
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Lee, H.; Han, J. T.; Yun, J.* “Copper-Catalyzed Asymmetric Borylative Ring Opening of Diazabicylces” ACS Catal. 2016, 6, 6478–6490.
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Jang, W. J.; Lee, W. L.; Moon, J. H.; Lee, J. Y.*; Yun, J.* “Copper-Catalyzed tran-Hydroboration of Terminal Aryl Alkynes: Stereodivergent Synthesis of Alkenylboron Compounds” Org. Lett. 2016, 18, 1390–1393.
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Lee, S.; Lee, W. L.; Yun, J.* “Rhodium-Catalyzed Addition of Alkyl Trifluoroborate Salts to Imines” Adv. Synth. Catal. 2015, 357, 2219–2222.
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Kim, Y. E.; Li, D.; Yun, J.* “Regioselective Synthesis of Highly Functionalized Alkenylboronates by Cu-catalyzed Borylation of Propargylic Silylalkynes” Dalton Trans. 2015, 44, 12091–12093. Themed issue: Earth abundant element compounds in homogeneous catalysis
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Moon, J. H.; Jung, H.-Y.; Lee, Y. J. Lee, S. W.*; Yun, J.*; Lee, J. Y.* “Origin of Regioselectivity in the Copper-Catalyzed Borylation Reactions of Internal Aryl Alkynes with Bis(pinacolato)diboron” Organometallics 2015, 34, 2151–2159.
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Lee, S.; Yun, J.* “Asymmetric Catalytic Borylation of α,β-Unsaturated Acceptors” in Synthesis and Application of Organoboron Compounds, Topics in Organomet. Chem. 2015, 49, 73–92.
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Li, D.; Kim, Y. E.; Yun, J.* “Highly Regio- and Stereoselective Synthesis of Boron-substituted Enynes via Copper-catalyzed Borylation of Conjugated Diynes” Org. Lett. 2015, 17, 860–863.
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Lee, H.; Lee, B. Y.; Yun, J.* “Copper(I)-Taniaphos Catalyzed Enantiodivergent Hydroboration of Bicyclic Alkenes” Org. Lett. 2015, 17, 764–766.
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Lee, D.; Jung, J.; Bilby, D.; Kwon, M. S.; Yun, J.; Kim, J.* “A Novel Optical Ozone Sensor Based on Purely Organic Phosphor” ACS Appl. Mater. Interfaces 2015, 7, 2993–2997.
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Min, B.; Park. J.; Sim. Y.-K.; Jung, S.; Kim, S.-H.; Song, J. K.; Kim, B. T.; Park, S. Y.; Yun, J.; Park, S*; Lee, H.* “Hydrogen-Bonding-Driven Enantioselective Resolution against the Kazlauskas Rule to Afford gamma-Amino Alcohols by Candida Rugosa” ChemBioChem 2015, 16, 77–82.
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Lee, S.; Li, D.; Yun, J.* “Copper-Catalyzed Synthesis of 1,1-Diborylalkanes through Regioselective Dihydroboration of Terminal Alkynes” Chem. Asian. J. 2014, 9, 2440–2443.
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Chae, Y. M.; Bae, J. S.; Moon, J. H.; Lee, J. Y.*; Yun, J.* “Copper-Catalyzed Monoborylation of Silylalkynes; Regio- and Stereoselective Synthesis of (Z)-β-(Borylvinyl)silanes” Adv. Synth. Catal. 2014, 356, 843–859.
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J. Yun* “Copper(I)-Catalyzed Boron Addition Reactions of Alkynes with Diboron Reagents” Asian J. Org. Chem. 2013, 2, 1016–1025.
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Kim, M.; Feng, X.; Kim, Y. T.*; Kim, J.-I.; Yun, J.* “Effects of ligand and cosolvent on oxidative coupling polymerization of 2,6-dimethylphenol catalyzed by chelating amine-copper(II) complexes” Macromol. Res. 2013, 21, 1054–1058.
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Zhang, C.; Yun, J.* “Rh-catalyzed Addition of β-Carbonyl Pinacol Alkylboronates to Aldehydes: Asymmetric Synthesis of γ-Butyrolactones” Org. Lett. 2013, 15, 3416–3419.
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Feng, X.; Jeon, H.; Yun, J.* “Regio- and Enantioselective Copper(I)-catalyzed Hydroboration of Borylalkenes: Asymmetric Synthesis of 1,1-Diborylalkanes” Angew. Chem. Int. Ed. 2013, 52, 3989–3992.
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Jung, H.-Y.; Yun, J.* “Copper-Catalyzed Double Borylation of Silylacetylenes: Highly Regio- and Stereoselective Synthesis of Syn-Vicinal Diboronates” Org. Lett. 2012, 14, 2606–2609.
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Jung, H.-Y.; Feng, X.; Kim, H.; Yun, J.* “Copper-Catalyzed Boration of Activated Alkynes. Chiral Boranes via a One-pot Copper-catalyzed Boration and Reduction Protocol” Tetrahedron 2012, 68, 3444–3449.
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Noh, D.; Yoon, S.; Won, J.; Lee, J.; Yun, J.* "An Efficient Copper(Ⅰ)-Catalyst System for the Asymmetric Hydroboration of β-Substituted Vinylarenes with Pinacolborane" Chem. Asian J. 2011, 6, 1967–1969. (This paper is dedicated to professor Eun Lee on the occasion of his honorable retirement)
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Park, B.; Feng, X.; Yun, J.* "Enantioselective Hydrosilylation of Imines Catalyzed by Diamine-Zinc Complexes" Bull. Korean Chem. Soc. 2011, 32, 2960–2964 (This paper is dedicated to professor Eun Lee on the occasion of his honorable retirement)
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Kim, H. R.; Yun, J. "Highly Regio- and Stereoselective Synthesis of Alkenylboronic Esters by Copper-catalyzed Boron Additions to Disubstituted Alkynes" Chem. Commun. 2011, 47, 2943–2945.
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Won, J.; Noh, D.; Yun, J.*; Lee, J. Y.* “Catalytic Activity of Phosphine-Copper Complexes for Hydroboration of Styrene with Pinacolborane: Experiment and Theory” J. Phys. Chem. A. 2010, 114, 12112–12115.
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Feng, X.; Yun, J.* “Conjugate Boration of β,β-Disubstituted Unsaturated Esters: Asymmetric Synthesis of Functionalized Chiral Tertiary Organoboronic Esters” Chem. Eur, J. 2010, 16, 13609–13612.
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Kim, H.; Yun, J.* “Copper-Catalyzed Asymmetric 1,4-Hydroboration of Coumarins with Pinacolborane: Asymmetric Synthesis of Dihydrocoumarins” Adv. Synth. Catal. 2010, 352, 1881–1885.
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Chea, H.; Sim, H.-S.; Yun, J.* “Ligandless Copper-Catalyzed β-Boration of α,β,-unsaturated Compounds in Aqueous Solution” Bull. Korean Chem. Soc. 2010, 31, 551–552. (Special edition dedicated to Professor Sunggak Kim)
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Kim, H. R.; Jung, I. G.; Yoo, K.; Jang, K.; Lee, E. S.; Yun, J.*; Son, S. K.* “Bis(imidazoline-2-thione)-copper(I) Catalyzed Regioselective Boron Addition to Internal Alkynes” Chem. Commun. 2010, 46, 758–760.
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Feng, X.; Yun, J.* "Catalytic Enantioselective Boron Conjugate Addition to Cyclic Carbonyl Compounds: a New Approach to Cyclic β-Hydroxy Carbonyls" Chem. Commun. 2009, 6577–6579.
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Yoo, K.; Kim, H.; Yun, J.* "Asymmetric Synthesis of 1,1-Diarylalkyl Units by a Copper Hydride Catalyzed Reduction: Differentiation between Two Similar Aryl Substituents" Chem. Eur. J. 2009, 15, 11134–11138. (Cover journal).
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Noh, D.; Chea, H.; Ju, J.; Yun, J.* "Highly Regio- and Enantioselective Copper-Catalyzed Hydroboration of Styrenes" Angew. Chem. Int. Ed. 2009, 48, 6062–6064.
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Yoo, K.; Kim, H.; Yun, J.* "Enantioselective Synthesis of (R)-Tolterdine via CuH-catalyzed Asymmetric Conjugate Reduction" J. Org. Chem. 2009, 74, 4232–4235.
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Chea, H.; Sim, H.-S.; Yun, J.* "Copper-catalyzed Conjugate Addition of Diboron Reagents to α,β-Unsaturated Amides; Highly Reactive Copper-1,2-bis-(diphenylphosphino)-benzene Catalyst System" Adv. Synth. Catal. 2009, 351, 855–858.
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Sim, H.-S.; Feng, X.; Yun, J.* "Copper-catalyzed Enantioselective β-Boration of Acyclic Enones" Chem. Eur. J. 2009, 15, 1939–1943.
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Lee, J.-E.; Kwon, J.; Yun, J.* "Copper-catalyzed Addition of Diboron Reagents to α,β-Acetylenic Esters: Efficient Synthesis of β-Boryl-α,β-ethylenic Esters" Chem. Commun. 2008, 733–734.
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Lee, J.-E.; Yun, J.* "Catalytic Asymmetric Boration of Acyclic α,β-Unsaturated Esters and Nitriles" Angew. Chem. Int. Ed. 2008, 47, 145–147. (VIP & Inside Cover journal)
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Lee. D.; Yang, Y.; Yun, J.* "Copper-catalyzed Asymmetric Reduction of 3,3-Diarylacrylonitriles" Org. Lett. 2007, 9, 2749–2751.
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Lee. D.; Yang, Y.; Yun, J.* "Copper Hydride Catalyzed Enantioselective Conjugate Reduction of Unsaturated Nitriles" Synthesis 2007, 2233–2235.
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Mun, S.; Lee, J.-E.; Yun, J.* "Copper-catalyzed β-Boration of α,β–Unsaturated Carbonyl Compounds: Rate Acceleration by Alcohol Additives" Org. Lett. 2006, 8, 4887–4889.
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Park, B.-M.; Mun, S.; Yun, J.* "Zinc-catalyzed Enantioselective Hydrosilylation of Imines" Adv. Synth. Catal. 2006, 348, 1029–1032.
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Lee, D.; Kim, D.; Yun, J.* "Highly Enantioselective Conjugate Reduction of β,β-Disubstituted α,β-Unsaturated Nitriles" Angew. Chem. Int. Ed. 2006, 45, 2785–2787.
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Yun, J.*; Kim, D.; Yun, H. “A New Alternative to Stryker’s Reagent in Hydrosilylation: Synthesis, Structure, and Reactivity of a Well-defined (Carbene)copper(II) Acetate Complex” Chem. Commun. 2005, 5181–5183.
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Kim, D.; Park, B.-M.; Yun, J.* “Highly Efficient Conjugate Reduction of a,b–Unsaturated Nitriles Catalyzed by Copper/xanthene-type Bisphosphine Complexes” Chem. Commun. 2005, 1755–1757.
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Lee, D.; Yun, J.* “Direct Synthesis of Stryker’s Reagent from a Cu(II) Salt” Tetrahedron Lett. 2005, 46, 2037–2039.
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Chae, J.; Yun, J.; Buchwald, S. L.* “One-pot Sequential Cu-catalyzed Reduction and Pd-catalyzed Arylation of Silyl Enol Ethers” Org. Lett. 2004, 6, 4809–4812.
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Yun, J.; Marinez, E. R.; Grubbs, R. H.* “A New Ruthenium-based Olefin Metathesis Catalyst Coordinated with 1,3-Dimesityl-1,4,5,6-tetrahydropyrimidin-2-ylidene: Synthesis, X-ray structure, and Reactivity” Organometallics 2004, 23, 4172–4173.
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Lee, D.; Yun, J.* “Copper-catalyzed Asymmetric Hydrosilylation of Ketones using Air and Moisture Stable Precatalyst Cu(OAc)2×H2O” Tetrahedron Lett. 2004, 45, 5415–5417.
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Lee, D.; Yun, J.* “A Convenient Approach to 2-Arylindene via Suzuki Coupling Reaction of 2-Indenylboronate with Aryl Bromides” Bull. Korean Chem. Soc. 2004, 25, 29–30.