増田 侑亮　Yusuke Masuda

助教　Assistant Professor

増田　侑亮　Yusuke Masuda

E-mail: ymasda[at]sci.hokudai.ac.jp

略歴

• 1990 大阪府に生まれる
• 2008 大阪府立天王寺高等学校　卒業
• 2012 京都大学工学部工業化学科　卒業
• 2014 京都大学大学院工学研究科　合成・生物化学専攻　修士課程　修了
• 2017 京都大学大学院工学研究科　合成・生物化学専攻　博士課程 修了
• 2017 日本学術振興会特別研究員　SPD　（東京大学大学院薬学系研究科）
• 2017 米国・カリフォルニア工科大学　留学
• 2018 京都大学大学院工学研究科　合成・生物化学専攻 特定助教
• 2021 北海道大学大学院理学研究院　化学部門　助教

受賞歴

• 2016 Reaxys PhD Prize Finalist

Original papers

1. Photoinduced Enantioselective Triplet Radical Reaction on Metal: Copper-Catalyzed Conjugate Addition of Acylsilanes to α,β-Unsaturated Ketones and Aldehydes.
   Masuda, Y.; Ueda, Y.; Sueki, A.; Shimosato, J.; Nishimura, K.; Gao, M.; Hasegawa, J.; Sawamura, M. Chem. Eur. J., 2024, Accepted Article. (DOI: 10.1002/chem.202402564)
   
2. Photoinduced Platinum-catalyzed Reductive Allylation of α-Diketones with Allylic Carbonates.
   Shimosato, J.; Sawamura, M.; Masuda, Y.  
   Org. Lett., 2024,ASAP. (DOI: 10.1021/acs.orglett.4c00091)  
3. Photocatalytic Aldehyde C–H Bond Phosphonioethylation with Vinylphosphonium Bromide.
   Mori, H.; Yoshida, M.; Sawamura, M.; Masuda, Y. 
   Asian J. Org. Chem., 2024, 13, e202300532. (DOI:10.1002/ajoc.202300532)
4. Photocatalytic 1,2-Phosphorus-Migrative [3+2] Cycloaddition of Tri(t-butyl)phosphine with Terminal Alkynes.
   Masuda, Y.; Ikeshita, D.; Higashida, K.; Yoshida, M.; Ishida, N.; Murakami, M.; Sawamura, M.
   J. Am. Chem. Soc., 2023, 145, 19060–19066. (DOI:10.1021/jacs.3c06760)
5. Sequence-selective Three-component Reactions of Alkyltrifluoroborates with α,β-Unsaturated Carbonyl Compounds and
   Vinylphosphonium Salts.
   Yoshida,M. ; Sawamura, M. ; Masuda, Y.  
   Org. Chem. Front., 2023,10, 3654-3661. (DOI: 10.1039/D3QO00631J)
6. Nickel-Catalyzed Defluorophosphonylation of Aryl Fluorides.
   You, Z.; Masuda, Y.; Iwai, T.; Higashida, K.;  Sawamura, M. 
   J. Org. Chem., 2022, 87,14731–14737 (DOI: 10.1021/acs.joc.2c02048)
7. Photoinduced Alcoholic α-C–H Bond Anti-Markovnikov Addition to Vinylphosphonium Bromides Followed by Wittig Olefination: Two-step Protocol for α-C–H Allylic Alkylation of Alcohols.
   Yoshida, M.; Sawamura, M.; Masuda, Y. 
   ChemCatChem., 2022, 14,e202200744. (VIP) (DOI: 10.1002/cctc.202200744) 
8. Synthesis of Tetraarylphosphonium Salts from Triarylphosphines and Aryl Bromides Exploiting Light and Palladium
   Ikeshita, D.; Shimura, H.; Miyakawa, S.; Masuda, Y.; Ishida, N.; Murakami, M.
   Chem. Lett. 2022, 51, 522–524. (DOI: 10.1246/cl.220067)
9. Photoinduced Hydrophosphination of Terminal Alkynes with Tri(o-tolyl)phosphine: Synthesis of Alkenylphosphonium Salts
   Ikeshita, D.; Masuda, Y.; Ishida, N.; Murakami, M.
   Org. Lett. 2022, 24, 2504-2508. (DOI: 10.1021/acs.orglett.2c00634)
10. Photoinduced Copper-Catalyzed Asymmetric Acylation of Allylic Phosphates with Acylsilanes.
    Ueda, Y.; Masuda, Y.; Iwai, T.; Imaeda, K.; Takeuchi, H.; Ueno, K.; Gao, M.; Hasegawa, J.; Sawamura, M.
    J. Am. Chem. Soc., 2022, 144, 2218-2224. (DOI: 10.1021/jacs.1c11526) 
11. Photoinduced Reaction of Triarylphosphines with Alkenes Forming Fused Tricyclic Phosphonium Salts
    Masuda, Y.; Uno, M.; Murakami, M.
    Org. Lett. 2021, 23, 8445-8449. (DOI: 10.1021/acs.orglett.1c03168)
12. Photocatalytic Cycloaddition Reaction of Triarylphosphines with Alkynes Forming Cyclic Phosphonium Salts
    Masuda, Y.; Ikeshita, D.; Murakami, M.
    Chem. Lett. 2021, 50, 1691-1694. (DOI: 10.1246/cl.210361)
13. Isomerization of Unprotected Aldoses to 2-Deoxyaldonic Acids Induced by Visible Light/Quinuclidine/Water-Soluble Iridium Complex in Water
    Masuda, Y.; Tsuda, H.; Murakami, M.
    Bull. Chem. Soc. Jpn. 2021, 94, 1702-1704. (DOI: 10.1246/bcsj.20210098)
14. Dehydrative/Decarboxylative Coupling of Carboxylic Acids with Allylic Alcohols
    Masuda, Y.; Ito, M.; Murakami, M.
    Chem. Lett. 2021, 50, 1030-1033. (DOI: 10.1246/cl.210036)
15. Photo-induced Dihydroxylation of Alkenes with Diacetyl, Oxygen, and Water
    Masuda, Y.; Ikeshita, D.; Murakami, M.
    Helv. Chim. Acta 2021, 104, e20000228. (DOI: 10.1002/hlca.202000228)
16. Photo-induced Dearomatizing Three-component Coupling of Arylphosphines, Alkenes, and Water
    Masuda, Y.; Tsuda, H.; Murakami, M.
    Angew. Chem. Int. Ed. 2021, 60, 3551-3555. (DOI: 10.1002/anie.202013215)
17. Degradation of Unprotected Aldohexonic Acids to Aldopentoses Promoted by Light and Oxygen
    Masuda, Y.; Ito, M.; Murakami, M.
    Chem. Lett. 2020, 49, 1309-1311. (DOI: 10.1246/cl.200517)
18. Dehydrative Allylation of α C(sp3)−H Bonds of Alkylamines with Allylic Alcohols
    Masuda, Y.; Ito, M.; Murakami, M.
    Org. Lett. 2020, 22, 4467-4470. (DOI: 10.1021/acs.orglett.0c01464)
19. Dehydrative Allylation of 2-Alkylbenzophenones with Allylic Alcohols
    Masuda, Y.; Makita, K.; Murakami, M.
    Chem. Lett. 2020, 49, 616-618. (DOI:10.1246/cl.200123)
20. C-1 Oxidation/C-2 Reduction Isomerization of Unprotected Aldoses Induced by Light/Ketone
    Masuda, Y.; Tsuda, H.; Murakami, M.
    Angew. Chem., Int. Ed., 2020, 59, 2755-2759 (DOI:10.1002/anie.201914242)
21. Carboxylation of Benzylic and Aliphatic C-H Bonds with CO2 Induced by Light/Ketone/Nickel
    Ishida, N.; Masuda, Y.; Imamura, Y.; Yamazaki, K.; Murakami, M.
    J. Am. Chem. Soc., 2019, 141, 19611-19615. (DOI: 10.1021/jacs.9b12529)
22. Synthesis of Tofisopam by Way of Photoinduced CO2 Fixation
    Masuda, Y.; Makita, K.; Ishida, N.; Murakami, M.
    Chem. Asian J., 2019, 14, 4189-4192. (DOI: 10.1002/asia.201901431)
23. Photo-Assisted Fixation of CO2 onto Aryl Bromides Producing Aromatic Esters
    Ishida, N.; Masuda, Y.; Liao, W.; Murakami, M.
    Chem. Lett., 2019, 48, 1316-1318.  (DOI: 10.1246/cl.190563)
24. A Strained Vicinal Diol as a Reductant for Coupling of Organyl Halides
    Ishida, N.; Masuda, Y.; Sun, F.; Kamae, Y.; Murakami, M.
    Chem. Lett., 2019, 48, 1042-1045. (DOI: 10.1246/cl.190403)
25. Light/Palladium-Promoted Benzylic C–H Acylation Using a Benzoyl Group as the Photo-Directing Group
    Masuda, Y.; Ishida, N.; Murakami, M.Chem. Asian J., 2019, 14, 403-406.(DOI: 10.1002/asia.201801881)
26. Cooperation of a Nickel-Bipyridine Complex with Light for Benzylic C–H Arylation of Toluene Derivatives
    Ishida, N.; Masuda, Y.; Ishikawa, N.; Murakami, M.
    Asian J. Org. Chem., 2017, 6, 669-672. (DOI: 10.1002/ajoc.201700115)
27. Aryl Ketones as Single-Electron-Transfer Photoredox Catalysts in the Nickel-Catalyzed Homocoupling of Aryl Halides
    Masuda, Y.; Ishida, N.; Murakami, M.
    Eur. J. Org. Chem., 2016, 2016, 5822-5825.(DOI: 10.1002/ejoc.201601352)
28. A Light/Ketone/Copper System for Carboxylation of Allylic C–H Bonds of Alkenes with CO2
    Ishida, N.; Masuda, Y.; Uemoto, S.; Murakami, M.
    Chem. Eur. J., 2016, 22, 6524-6527.  (DOI: 10.1002/chem.201600682)
29. Light-Driven Carboxylation of o-Alkylphenyl Ketones with CO2
    Masuda, Y.; Ishida, N.; Murakami, M.
    J. Am. Chem. Soc., 2015, 137, 14063-14066. (DOI: 10.1021/jacs.5b10032)
30. Enantioselective Construction of 3-Hydroxypiperidine Scaffolds by Sequential Action of Light and Rhodium upon N-Allylglyoxylamides
    Ishida, N.; Nečas, D.; Masuda, Y.; Murakami, M.
    Angew. Chem., Int. Ed., 2015,54, 7418-7421. (DOI: 10.1002/anie.201502584)
31. Synthesis of Acylphosphonates by a Palladium-Catalyzed Phosphonocarbonylation Reaction of Aryl Iodides with Phosphites
    Masuda, Y.; Ishida, N.; Murakami, M.
    Chem. Asian J., 2015, 10, 321-324. (DOI: 10.1002/asia.201403260)
32. Oxidative Addition of a Strained C−C Bond onto Electron-Rich Rhodium(I) at Room Temperature
    Masuda, Y.; Hasegawa, M.; Yamashita, M.; Nozaki, K.; Ishida, N.; Murakami, M.
    J. Am. Chem. Soc., 2013, 135, 7142-7145. (DOI: 10.1021/ja403461f)
33. Rhodium-Catalyzed Ring Opening of Benzocyclobutenols with Site-Selectivity Complementary to Thermal Ring Opening
    Ishida, N.; Sawano, S.; Masuda, Y.; Murakami, M.
    J. Am. Chem. Soc., 2012, 134, 17502-17504. (DOI: 10.1021/ja309013a)