Publications

2024

2023

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    Anion-Mediated, Stereospecific Synthesis of Secondary and Tertiary Cyclopropylboronates from Chiral Epoxides and gem-Diborylalkanes

    Gwanggyun Kim+, Minjae Kim,+ Changsu Ryu, Juhyeok Choi, Seung Hwan Cho* (+These authors contributed equally to this work) 

    Org. Lett. 202325, 4130-4134. 

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    Chemo-, Regio-, and Stereoselective Access to (E)-Boryl-Substituted Allyl Fluorides via Electrophilic Fluorodesilylation

    Yongsuk Jung, Seung Hwan Cho* 

    Synlett 202334, 2165-2168. 

    [Special issue on “Modern Organoboron Chemistry: 60 Years of the Matteson Reaction”]

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    Iridium-Catalyzed Chemo-, Diastereo-, and Enantioselelctive Allyl–Allyl Coupling: Accessing All Four Stereoisomers of (E)-1-Boryl-Substituted 1,5-Dienes by Chirality Pairing

    Yongsuk Jung+, Seok Yeol Yoo+, Yonghoon Jin, Jaehyun Yu, Seungcheol Han, Jeongwoo Yu, Yoonsu Park,* Seung Hwan Cho* (+These authors contributed equally to this work) 

    Angew. Chem., Int. Ed. 202362, e202218794. 

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2022

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    Stereoselective Access to Tetra- and Tri-substituted Fluoro- and Chloro-borylalkenes via Boron-Wittig Reaction

    Seungcheol Han, Yeosan Lee, Yujin Jung, Seung Hwan Cho*  

    Angew. Chem., Int. Ed. 2022, 61e202210532. 

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    Diborylmethyl Group as a Transformable Building Block for the Diversification of Nitrogen-Containing Molecules

    Chiwon Hwang+, Yeosan Lee+, Minjae Kim, Younggyu Seo, Seung Hwan Cho* (+These authors contributed equally to this work) 

    Angew. Chem., Int. Ed. 202261, e202209079.
    [Selected as “Very Important Paper (VIP)”] 

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    Combinatorial selective synthesis and excitation experiments for quantitative analysis of the effects of Au on a semiconductor photocatalyst

    Yongdeok Ahn, Jiseong Park, Minsoo Park, Siwoo Jin, Woohyun Jo, Jeongho Kim, Seung Hwan Cho, Daeha Seo* 

    Chem, 20228, 2485-2497. 

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    Defluorinative C–C Bond-Forming Reaction of Trifluoromethyl Alkenes with (gem-Diborylalkyl)lithiums

    Haeun Kim+, Yujin Jung+, Seung Hwan Cho* (+These authors contributed equally to this work) 

    Org. Lett. 2022, 24, 2705-2710.  

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2021

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    Catalytic Chemo- and Enantioselective Transformations of gem-Diborylalkanes and (Diborylmethyl)metallic Species

    Yeosan Lee, Seungcheol Han, Seung Hwan Cho* 

    Acc. Chem. Res. 202154, 3917-3929. 

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    Advances in Transition Metal-Free Deborylative Transformations of gem-Diborylalkanes

    Woohyun Jo, Jun Hee Lee,* Seung Hwan Cho*
    Chem. Commun. 2021, 27, 4346-4353.

    [Review: Invited Feature Article]

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  • B

    Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes

    Minjae Kim+, Bohyun Park+, Minkyeong Shin, Suyeon Kim, Junghoon Kim, Mu-Hyun Baik,* Seung Hwan Cho* (+These authors contributed equally to this work)
    J. Am. Chem. Soc. 2021143, 1069-1077.
    Highlighted in Synfacts, 2021, 17, 0292. 

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    Kinetic Resolution of α-Silyl-Substituted Allylboronate Esters via Chemo- and Stereoselective Allylboration of Aldehydes

    Jinyoung Park, Yongsuk Jung, Jeongho Kim, Eunsung Lee, Sarah Yunmi Lee, Seung Hwan Cho*
    Adv. Synth. Cat. 2021
    363, 2371-2376.

    [Special issue on “Boron in Catalysis and Organic Synthesis”]
    [Selected as “Very Important Publication (VIP)”]
    [Selected as “Front Cover]
     

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    Pd‐Catalyzed Negishi Cross‐Coupling of Vinyl Bromides with Diborylmethylzinc Chlorides

    Minjae Kim, Jun Hee Lee,* Seung Hwan Cho* 

    Bull. Kor. Chem. Soc. 202142, 499-501.
    [Special issue on “Chemical Synthesis & Reaction Development”]
     

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2020

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    ZnMe2-Mediated, Direct Alkylation of Electron Deficient N-Heteroarenes with 1,1-Diborylalkanes: Scope and Mechanism

    Woohyun Jo, Seungyeol Baek, Chiwon Hwang, Joon Heo, Mu-Hyun Baik,* Seung Hwan Cho* 

    J. Am. Chem. Soc. 2020, 142, 13235-13245. 

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    Cobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation

    Soobin Lim, Hyungdo Cho, Jongheon Jeong, Minjae Jang, Hyunseok Kim, Seung Hwan Cho, Eunsung Lee* 

    Org. Lett. 2020, 22, 7387-7392 

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    Facile Synthesis of a-Boryl-Substituted Allylboronate Esters Using Stable 1,1-Bis[(pinacolato)boryl]methylzinc Halides

    Minkyeong Shin, Minjae Kim, Chiwon Hwang, Hyojae Lee, Hyunchul Kwon, Jinyoung Park, Eunsung Lee, Seung Hwan Cho* 

    Org. Lett. 2020, 22, 2476-2480. 

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    Highly Mesoporous Metal Organic Frameworks as Synergistic Multimodal Catalytic Platforms for Divergent Cascade Reactions

    Soumen Dutta, Nitee Kumari, Sateesh Dubbu, Sun Woo Jang, Amit Kumar, Hiroyoshi Ohtsu, Junghoon Kim, Seung Hwan Cho, Masaki Kawano, In Su Lee* 

    Angew. Chem., Int. Ed. 2020, 59, 3416-3422. 

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2019

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    Copper-Catalyzed Diastereo- and Enantioselective Addition of 1,1-Diborylalkanes to Cyclic Ketimines and α-Imino Esters

    Jeongho Kim, Minkyeong Shin, Seung Hwan Cho*  

    ACS Catal. 2019, 9, 8503-8508. 
    Highlighted in Synfacts, 2019, 15, 1281. 

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    Palladium-Catalyzed Chemoselective Negishi Cross-Coupling of Bis[(pinacolato)boryl]methyl Zinc Halides with Aryl (Pseudo)Halides

    Hyojae Lee, Yeosan Lee, Seung Hwan Cho* 

    Org. Lett. 2019, 21, 5912-5916. 

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    Chemoselective Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of (Diborylmethyl)silanes with Alkenyl Bromides

    Junghoon Kim, Eunsung Lee, Seung Hwan Cho* 

    Asian J. Org. Chem. 20198, 1664-1667.
    [Special issue on “Researchers in Korea”] 

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    Access to Enantioenriched Benzylic 1,1-Silylboronate Esters by Palladium-Catalyzed Enantiotopic-Group Selective Suzuki-Miyaura Coupling of (Diborylmethyl)silanes with Aryl Iodides

    Junghoon Kim, Seung Hwan Cho* 

    ACS Catal. 2019, 9, 230-235. 

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    Improved Synthesis of β-Aminoboronate Esters via Copper-Catalyzed Diastereo- and Enantioselective Addition of 1,1-Diborylalkanes to Acyclic Arylaldimines

    Jeongho Kim,+ Chiwon Hwang,+ Youngmin Kim, Seung Hwan Cho* (+ These authors contribute equally to this work) 

    Org. Process Res. Dev. 2019231663-1668.
    [Special issue on “Honoring 25 Years of the Buchwald-Hartwig Amination”] 

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2018

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    Generation and Application of (Diborylmethyl)zinc(II) Species: Access to Enantioenriched gem-Diborylalkanes by an Asymmetric Allylic Substitution” Angew. Chem., Int. Ed. 2018, 57, 12930-12934

    Yeosan Lee, Jinyoung Park, Seung Hwan Cho* 

    Angew. Chem., Int. Ed. 2018, 57, 12930-12934.
    Highlighted in Synfacts2018, 14, 1164. 

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2017

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    Chemo- and Stereoselective Crotylation of Aldehydes and Cyclic Aldimines with Allylic-gem-diboronate Ester

    Jinyoung Park, Seoyoung Choi, Yeosan Lee, Seung Hwan Cho* 

    Org. Lett. 201719, 4054-4057. 

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    Diastereo- and Enantioselective Synthesis of b-Aminoboronate Esters by Copper(I)-Catalyzed 1,2-Addition of 1,1-Bis[(pinacolato)boryl]alkanes to Imines

    Jeongho Kim, Kwangwook Ko, Seung Hwan Cho* 

    Angew. Chem., Int. Ed. 2017, 56, 11584-11588.
    Highlighted in Synfacts, 201713, 959. 

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    Base-promoted, Deborylative Secondary Alkylation of N-Heteromatic N-Oxides with Internal gem-Bis[(pinacolato)boryl)]alkanes: A Facile Derivatization of 2,2′-Bipyridyl Analogues

    Chiwon Hwang, Woohyun Jo, Seung Hwan Cho* 

    Chem. Commun. 201753, 7573-7576. 

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    Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation

    Yeosan Lee,+ Seung-yeol Baek,+ Jinyoung Park, Seoung-Tae Kim, Samat Tussupbayev, Jeongho Kim, Mu-Hyun Baik,* Seung Hwan Cho* (+These authors contributed equally to this work) 

    J. Am. Chem. Soc. 2017, 139, 976-984. 

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    Concave Silica Nanosphere with a Functionalized Open-Mouthed Cavity as Highly Active and Durable Catalytic Nanoreactor

    Jin Goo Kim, Amit Kumar, Seung Jin Lee, Junghoon Kim, Dong-Gyu Lee, Taewan Kwon, Seung Hwan Cho, In Su Lee* 

    Chem. Mater. 201729, 7785-7793. 

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    Confined Nucleation and Growth of PdO Nanocrystals in a Seed-Free Solution inside Hollow Nanoreactor

    Daun Kim, Jung Kyu Choi, Soo Min Kim, Ilha Hwang, Jaehyoung Koo, Seoyoung Choi, Seung Hwan Cho, Kimoon Kim*, In Su Lee* 

    ACS Appl. Mater. Interfaces20179, 29992-30001. 

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    Spontaneous Pt Deposition on Defective Surfaces of In2O3 Nanocrystals Confined within Cavities of Hollow Silica Nanoshells: Pt Catalyst-Modified ITO Electrode with Enhanced ECL Performance

    Young Shin Cho, Soo Min Kim, Youngwon Ju, Junghoon Kim, Ki-Wan Jeon, Seung Hwan Cho, Joohoon Kim, In Su Lee* 

    ACS Appl. Mater. Interfaces20179, 20728-20737. 

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2016

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    Recent Developments in the Direct Methylation of Electron Deficient N-Heteroarenes

    Junghoon Kim, Seung Hwan Cho* 

    Synlett201627, 2525-2529.
    [Mini Review: Invited Synpact article] 

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    Transition-Metal-Free Regioselective Alkylation of Pyridine N-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents

    Woohyun Jo+, Junghoon Kim+, Seoyoung Choi, Seung Hwan Cho* (+ These authors contribute equally to this work) 

    Angew. Chem., Int. Ed. 201655, 9690-9694.
    Highlighted in Synfacts 201612, 1016. 

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    Copper-Catalyzed Diastereoselective Addition of Diborylmethane to N–tert-butanesulfinyl Aldimines: Synthesis of b-Aminoboronates

    Jinyoung Park, Yeosan Lee, Junghoon Kim, Seung Hwan Cho* 

    Org. Lett. 201618, 1210-1213.
    Highlighted in Synfacts, 201612, 503. 

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    Synthesis of Branched Alkylboronates by Copper-Catalyzed Allylic Substitution Reactions of Allylic Chlorides with 1,1-Diborylalkanes

    Junghoon Kim, Sangwoo Park, Jinyoung Park, Seung Hwan Cho* 

    Angew. Chem., Int. Ed201655, 1498-1501. 

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    Iridium-Catalyzed, Hydrosilyl-Directed Borylation of Unactivated Alkyl C-H Bonds

    Matthew Larsen, Seung Hwan Cho, John F. Hartwig* 

    J. Am. Chem. Soc. 2016, 138, 762-765. 

    Highlighted in Synfacts, 2016, 12, 371. 

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BEFORE 2016

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    Iridium-catalyzed Diborylation Directed by a Hydrosilyl Group: Synthesis of 1,1-benzyldiboronate esters

    Seung Hwan Cho, John F. Hartwig* 

    Chem. Sci. 20145, 694-698.  

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    Iridium-catalyzed Borylation of Secondary Benzylic C-H Bonds Directed by Hydrosilane

    Seung Hwan Cho, John F. Hartwig* 

    J. Am. Chem. Soc. 2013135, 8157-8160.(Highlighted in Synfacts2013, 9, 880.) 

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    Rhodium-Catalyzed Intermolecular Amidation of Arenes with Sulfonyl Azides via Chelation-Assisted C-H bond

    Ji Young Kim, Sehume, Park, Jaeyune, Ryu, Seung Hwan Cho, Seok Hwan Kim, Sukbok Chang* 

    J. Am. Chem. Soc. 2012134, 9110-9113. 

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    A Versatile Rh(I) Catalyst System Enabling the Addition of Heteroarenes to both Alkenes and Alkynes via C-H Bond Activation Pathway

    Jaeyune, Ryu, Seung Hwan Cho*, Sukbok Chang* (*Co-corresponding authors: Cho & Chang) 

    Angew. Chem., Int. Ed. 201251, 3677-3681. (Hot Paper & Selected paper in Cheminform“) 

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    Intramolecular Oxidative Diamination and Aminohydroxylation of Olefins under Metal-Free Conditions

    Hyun Jin Kim, Seung Hwan Cho, Sukbok Chang* 

    Org. Lett. 2012, 14, 1424-1427. 

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    Intermolecular Oxidative C−N Bond Formation under Metal-Free Conditions: Control of Chemoselectivity between Aryl sp2 and Benzylic sp3 C−H Bond Imidation

    Hyun Jin Kim, Jiyu Kim, Seung Hwan Cho,* Sukbok Chang* (*Co-corresponding authors: Cho & Chang) 

    J. Am. Chem. Soc2011133, 16382-16385. 

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    Recent Advances in the Transition Metal-Catalyzed Twofold Oxidative C–H Bond Activation Strategy for C–C and C–N Bond Formation

    Seung Hwan Cho, Ji Young Kim, Jaesung Kwak, Sukbok Chang* 

    Chem. Soc. Rev. 201140, 5068-5083. 

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    Intramolecular Oxidative C-N Bond Forming Reaction for the Synthesis of Carbazoles: Comparison of Reactivity between the Cu-Catalyzed and Metal-Free Conditions

    Seung Hwan Cho, Jungho Yoon, Sukbok Chang* 

    J. Am. Chem. Soc. 2011133, 5996-6005. 

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    Cobalt- and Manganese-Catalyzed Direct Amination of Azoles under Highly Mild Conditions

    Ji Young Kim, Seung Hwan Cho, Jomy Joseph, Sukbok Chang* 

    Angew. Chem., Int. Ed. 201049, 9899-9903. 

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    Silver-Mediated Direct Amination of Benzoxazoles: Tuning the Amino Group Source from Formamides to Parents Amines

    Seung Hwan Cho, Ji Young Kim, S. Yunmi Lee, Sukbok Chang* 

    Angew. Chem., Int. Ed. 200948, 9127-9130. (“Hot Paper“) 

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    Synthesis of Condensed Pyrroloindoles via Pd-Catalyzed Intramolecular C–H Bond Functionalization of Pyrroles

    Seung Jun Hwang, Seung Hwan Cho, Sukbok Chang* 

    J. Am. Chem. Soc. 2008130, 16158-16159. 

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    Palladium-Catalyzed C–H Functionalization of Pyridine N-Oxides: Highly Selective Alkenylation and Direct Arylation with Unactivated Arenes

    Seung Hwan Cho, Seung Jun Hwang, Sukbok Chang* 

    J. Am. Chem. Soc. 2008130, 9254-9256. (“One of the Top most cited JACS articles within last 3 years: July, 2008 ~ July, 2011“) 

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    Cu-Facilitated C–O Bond Formation Using N-Hydroxyphthalimide: Efficient and Selective Functionalization of Benzyl- and Allylic C−H Bonds

    Ji Min Lee, Eun Ju Park, Seung Hwan Cho, Sukbok Chang* 

    J. Am. Chem. Soc. 2008, 130, 7824-7825. 

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    Evaluation of Catalytic Activity of Copper Salts and their Removal Processes in the Three-Component Coupling Reactions

    Seung Jun Hwang, Seung Hwan Cho,Sukbok Chang* 

    Pure Appl. Chem. 200880 (5), 873-879. 

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    Room Temperature Copper-Catalyzed 2-Functionalization of Pyrrole Rings by a Three-Component Coupling Reaction

    Seung Hwan Cho, Sukbok Chang* 

    Angew. Chem., Int. Ed. 200847, 2836-2839. 

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    Copper-Catalyzed Three-Component Reaction of 1-Alkynes, Sulfonyl Azides, and Water: N-(4-Acetamidophenylsulfonyl)-2-phenylacetamide

    Seung Hwan Cho, Seung Jun Hwang, Sukbok Chang 

    Organic Syntheses 200885, 131. 

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    Rate-Accelerated Nonconventional Amide Synthesis in Water: A Practical Catalytic Aldol-Surrogate Reaction

    Seung Hwan Cho, Sukbok Chang* 

    Angew. Chem., Int. Ed. 2007, 46, 1897-1900. 

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    Catalytic One-Pot Synthesis of Cyclic Amidines by Virtue of Tandem Reactions Involving Intramolecular Hydroamination Under Mild Conditions

    Sukbok Chang*; Min Jae Lee, Doo Young Jung, Eun Jeong Yoo, Seung Hwan Cho, Sun Kyu Han 

    J. Am. Chem. Soc. 2006128, 12366-12367. 

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    A Facile Access to N-Sulfonylimidates and their Synthetic Utility for the Transformations to Amidines and Amides

    Eun Jeong Yoo, Imhyuck Bae, Seung Hwan Cho, Hoon, Han, Sukbok Chang* 

    Org. Lett. 20068, 1347-1350. 

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    Copper-Catalyzed Hydrative Amide Synthesis with Terminal Alkyne, Sulfonyl Azide, and Water

    Seung Hwan Cho, Eun Jeong Yoo, Imhyuck Bae, Sukbok Chang* 

    J. Am. Chem. Soc. 2005127, 16046-16047. 

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