Researcher Database

FERNANDO ARTEAGA ARTEAGA
Institute for the Advancement of Higher Education International Education and Research Division
Assistant Professor

Researcher Profile and Settings

Affiliation

  • Institute for the Advancement of Higher Education International Education and Research Division

Job Title

  • Assistant Professor

Degree

  • PhD(Osaka University)

J-Global ID

Research Interests

  • Organic Synthesis   Organometallic Chemistry   Photochemistry   Biomaterials   Macromolecule   

Research Areas

  • Nanotechnology/Materials / Synthetic organic chemistry

Academic & Professional Experience

  • 2016/06 - Today Institute for the Advancement of Higher Education / School of Science Chemistry Assistant Professor
  • 2014/10 - 2016/05 Microbial Chemistry Research Foundation Organic Synthesis Postdoctoral fellow

Education

  • 2011/10 - 2014/09  Osaka University  The Institute of Scientific and Industrial Research  Chemistry (PhD)
  • 2008/08 - 2011/03  University of Guanajuato  Chemistry (MSc)
  • 2002/01 - 2008/07  University of Guanajuato  Chemistry and Pharmacy (BSc)

Research Activities

Published Papers

  • Kenta Kishi, Fernando Arteaga Arteaga, Shinobu Takizawa, Hiroaki Sasai
    CHEMICAL COMMUNICATIONS 53 (55) 7724 - 7727 1359-7345 2017/07 [Refereed][Not invited]
     
    Mixing of acryloylchloride, dienone 2, N, N-diisopropylethylamine with chiral organocatalyst 5a, which could simultaneously act as Bronsted and Lewis base catalysts, led to a one-pot amidation/Rauhut-Currier sequence, affording alpha-methylidene-gamma-lactams 4. Catalyst 5a could be recovered and reused by acid/base extraction without any loss of catalytic activity in the stepwise protocol.
  • Zijian Liu, Toshifumi Takeuchi, Roman Pluta, Fernando Arteaga Arteaga, Naoya Kumagai, Masakatsu Shibasaki
    ORGANIC LETTERS 19 (3) 710 - 713 1523-7060 2017/02 [Refereed][Not invited]
     
    A catalytic asymmetric aldol reaction directly employing amides as latent enolates has remained elusive because of the resistance of amides to enolization. A direct aldol reaction of alpha-alkylarnides without any electron-withdrawing group harnessed by specific activation of 7-azaindoline amides under soft Lewis acid/Bronsted base cooperative catalysis is reported. Diastereo- and enantioselective coupling with ynals and aromatic aldehydes as well as divergent functional group interconversion of the amide provided expeditious access to a variety of aliphatic and aromatic chiral building blocks.
  • Fernando Arteaga Arteaga, Zijian Liu, Lennart Brewitz, Jianyang Chen, Bo Sun, Naoya Kumagai, Masakatsu Shibasaki
    ORGANIC LETTERS 18 (10) 2391 - 2394 1523-7060 2016/05 [Refereed][Not invited]
     
    Direct enolate formation coupled with subsequent enantioselective C-C bond formation remains a topic of intense interest in asymmetric catalysis. This methodology is achieved even with low acidic amides without an electron-withdrawing group at the alpha-position in the context of a Mannich-type reaction. Acetate-, propionate-, and butyrate-type 7-azaindoline amides served as enolate precursors to afford the desired Mannich adducts with high stereoselectivity, and ligand-enabled diastereo-divergency provided access to both anti/syn diastereomers. The facile transformation of the amide moiety ensures the synthetic utility of the Mannich adducts.
  • Shinobu Takizawa, Kenta Kishi, Yasushi Yoshida, Steffen Mader, Fernando Arteaga Arteaga, Shoukou Lee, Manabu Hoshino, Magnus Rueping, Makoto Fujita, Hiroaki Sasai
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 54 (51) 15511 - 15515 1433-7851 2015/12 [Refereed][Not invited]
     
    An enantio-, diastereo-, regio-, and chemoselective phosphine-catalyzed beta,gamma-umpolung domino reaction of allenic esters with dienones has been developed for the first time. The designed sequence, involving oxy-Michael and Rauhut-Currier reactions, produced highly functionalized tetrahydrobenzofuranones, bearing a chiral tetrasubstituted stereogenic center, in up to 96% ee.
  • Lennart Brewitz, Fernando Arteaga Arteaga, Liang Yin, Kaliyamoorthy Alagiri, Naoya Kumagai, Masakatsu Shibasaki
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 137 (50) 15929 - 15939 0002-7863 2015/12 [Refereed][Not invited]
     
    The last two decades have witnessed the emergence of direct enolization protocols providing atom-economical and operationally simple methods to use enolates for stereoselective C-C bond-forming reactions, eliminating the inherent drawback of the preformation of enolates using stoichiometric amounts of reagents. In its infancy, direct enolization relied heavily on the intrinsic acidity of the latent enolates, and the reaction scope was limited to readily enolizable ketones and aldehydes. Recent advances in this field enabled the exploitation of carboxylic acid derivatives for direct enolization, offering expeditious access to synthetically versatile chiral building blocks. Despite the growing demand for enantioenriched fluorine-containing small molecules, alpha- and beta-fluorinated carbonyl compounds have been neglected in direct enolization chemistry because of the competing and dominating defluorination pathway. Herein we present a comprehensive study on direct and highly stereoselective Mannich-type reactions of alpha- and beta-fluorine-functionalized 7-azaindoline amides that rely on a soft Lewis acid/hard Bronsted base cooperative catalytic system to guarantee an efficient enolization while suppressing undesired defluorination. This protocol contributes to provide a series of fluorinated analogs of enantioenriched beta-amino acids for medicinal chemistry.
  • Shuichi Hirata, Shinobu Takizawa, Naohito Inoue, Fernando A. Arteaga, Yasushi Yoshida, Michitaka Suzuki, Hiroaki Sasai
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 248 0065-7727 2014/08 [Refereed][Not invited]
  • Shinobu Takizawa, Fernando Arteaga Arteaga, Kenta Kishi, Shuichi Hirata, Hiroaki Sasai
    ORGANIC LETTERS 16 (16) 4162 - 4165 1523-7060 2014/08 [Refereed][Not invited]
     
    Highly E-selective all-carbon tetrasubstituted alkenes with a C(sp(3))-F unit have been synthesized through a dehydroxyfluorination of Morita-Baylis-Hillman (MBH) adducts which can be readily prepared from alpha,beta-unsaturated carbonyl compounds and a-keto esters. A variety of subsequent transformations afforded monofluoromethyl substituted heterocycles in high yields.
  • Shinobu Takizawa, Fernando Arteaga Arteaga, Yasushi Yoshida, Michitaka Suzuki, Hiroaki Sasai
    Asian Journal of Organic Chemistry 3 (4) 412 - 415 2193-5807 2014/01/01 [Not refereed][Not invited]
     
    Enantioselective organocatalytic synthesis of tetrahydropyridines bearing a chiral tetrasubstituted carbon stereogenic center has been achieved. The spiro-type monoaryl phosphine catalyst, (R)-SITCP, was found to promote the formal [4+2] cycloaddition of saccharin-derived ketimines and α-methyl allenoate to afford the corresponding six-membered N-heterocycles in high yields and excellent regioselectivities with up to 93% ee. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
  • Shuichi Hirata, Kouichi Tanaka, Katsuya Matsui, Fernando Arteaga Arteaga, Yasushi Yoshida, Shinobu Takizawa, Hiroaki Sasai
    Tetrahedron Asymmetry 24 (19) 1189 - 1192 0957-4166 2013/10/15 [Not refereed][Not invited]
     
    The introduction of a 1,3-propanediamine unit at the 3-position of (S)-BINOL using a methylene spacer led to the formation of a chiral bifunctional organocatalyst for the aza-Morita-Baylis-Hillman (aza-MBH) reaction. The organocatalyst 1k mediated aza-MBH transformations with high chemical yields and with up to 82% ee. © 2013 Elsevier Ltd. All rights reserved.
  • Shinobu Takizawa, Emmanuelle Rémond, Fernando Arteaga Arteaga, Yasushi Yoshida, Vellaisamy Sridharan, Jérôme Bayardon, Sylvain Jugé, Hiroaki Sasai
    Chemical Communications 49 (75) 8392 - 8394 1359-7345 2013/09/28 [Refereed][Not invited]
     
    The P-chirogenic organocatalysts were found to promote the enantioselective aza-Morita-Baylis-Hillman reaction of ketimines derived from acyclic α-keto esters. In the P-chirogenic organocatalyzed aza-MBH reactions, α,α-disubstituted α-amino acid derivatives were obtained in high yields with high enantioselectivities (up to 97% ee). © 2013 The Royal Society of Chemistry.
  • Shinobu Takizawa, Fernando Arteaga Arteaga, Yasushi Yoshida, Michitaka Suzuki, Hiroaki Sasai
    ORGANIC LETTERS 15 (16) 4142 - 4145 1523-7060 2013/08 [Refereed][Not invited]
     
    An enantioselective organocatalyzed aza-MBH-type reaction of ketimines and allenoates has been developed. The present formal [2 + 2] cycloaddition produces highly functionalized azetidines with a chiral tetrasubstituted carbon stereogenic center in good to excellent yields and high enantioselectivities.
  • Shinobu Takizawa, Fernando Arteaga Arteaga, Yasushi Yoshida, Junpei Kodera, Yoshihiro Nagata, Hiroaki Sasai
    DALTON TRANSACTIONS 42 (33) 11787 - 11790 1477-9226 2013 [Refereed][Not invited]
     
    Vanadium-mediated enantioselective Friedel-Crafts (FC)-type reactions were established using the dinuclear vanadium complex (R-a,S,S)-1a. The vanadium complex promoted the FC-type reaction of imines with 2-naphthols or indoles to give corresponding adducts with high enantioselectivities.

Conference Activities & Talks

  • エポキシ化大豆油を用いた歯科用 3D プリンティング材料の開発
    Yuko Matsuki, Fernando Arteaga Arteaga, Masaya Sawamura, Masahiro Iijima
    102 CSJ Annual Meeting (2022)
  • Photoswitchable azopyridine macrocyclic structure on bioacitve glass for controlled release of Ca2+
    Enrique E, Zuniga Heredia, Fernando Arteaga Arteaga, Masaya Sawamura, Masahiro Iijima
    102 CSJ Annual Meeting (2022)
  • Development of solid-supported photo responsive materials
    Irtaza Qureshi, Enrique E, Zuniga Heredia, Fernando Arteaga Arteaga, Masahiro Iijima, Masaya Sawamura
    102 CSJ Annual Meeting (2022)

Awards & Honors

  • 2014 Poster presentation award. 15th Tetrahedron Symposium (London, UK)
     
    受賞者: Fernando Arteaga Arteaga
  • 2013 Poster presentation award. Hokuriku seminar in organic synthesis. (Kanazawa, Japan)
     
    受賞者: Fernando Arteaga Arteaga

Research Grants & Projects

  • Development of photoswitchable Catalyst for the Preparation of Green Polymers and their Application in 3D-Printing for Dentistry
    Collaborative Research of Next-Generation Researchers (2022)
    Date (from‐to) : 2022 -2022 
    Author : Fernando Arteaga Arteaga, Masahiro Iijima
  • Ligand design towards rhodium catalyzed borylene/silylene transfer
    Graduate School of Chemical Science and Engineering:
    Date (from‐to) : 2022 -2022 
    Author : Fernando Arteaga Arteaga, Paul Hayes

Educational Activities

Teaching Experience

  • Science and SocietyScience and Society Hokkaido University
  • Biological ChemistryBiological Chemistry Hokkaido University
  • Organic Chemistry COrganic Chemistry C Hokkaido University
  • Organic Chemistry BOrganic Chemistry B Hokkaido University
  • Organic Chemistry AOrganic Chemistry A Hokkaido University
  • Chemistry IIChemistry II Hokkaido University
  • Laboratory Work in Chemistry FLaboratory Work in Chemistry F Hokkaido University
  • Rationally modified smart peptides and proteins for fundamental studies and practical applications (2022)Rationally modified smart peptides and proteins for fundamental studies and practical applications (2022) Hokkaido Summer Institute
  • Special Lectures in Chemistry (2022)Special Lectures in Chemistry (2022) HU-Learning Satellite Program (Canada)
  • Chemistry II
    開講年度 : 2021
    課程区分 : 学士課程
    開講学部 : 全学教育
    キーワード : Structure and Reactivity. Introduction to Organic Chemistry.
  • Organic Chemistry A
    開講年度 : 2021
    課程区分 : 学士課程
    開講学部 : 総合教育部
    キーワード : Alkynes. Aromaticity. Substitution and elimination reactions. Alcohols, ethers and amines. Radicals.
  • Organic Chemistry B
    開講年度 : 2021
    課程区分 : 学士課程
    開講学部 : 理学部
    キーワード : Carboxylic acid derivatives. Reactions at the alpha carbon. Organometallic compounds. Retrosynthetic analysis.
  • Organic Chemistry C
    開講年度 : 2021
    課程区分 : 学士課程
    開講学部 : 理学部
    キーワード : Reactions of substituted benzene. Heterocyclic compounds. Pericyclic reactions. Organometallic catalyst. Reaction mechanism.
  • Biological Chemistry
    開講年度 : 2021
    課程区分 : 学士課程
    開講学部 : 総合教育部
    キーワード : Biomolecules. Peptide bond. Protein function. Enzymatic catalysis. Drug targets.


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