研究者データベース

ARTEAGA ARTEAGA FERNANDO(アルテアガ アルテアガ フエルナンド)
高等教育推進機構 国際教育研究部
助教

基本情報

所属

  • 高等教育推進機構 国際教育研究部

職名

  • 助教

J-Global ID

研究キーワード

  • 有機合成   有機金属化学   光化学   生体材料   高分子   

研究分野

  • ナノテク・材料 / 有機合成化学

職歴

  • 2016年06月 - 現在 高等教育推進機構 / 理学部 化学科 助教
  • 2014年10月 - 2016年05月 微生物化学研究所 有機合成 博士研究員

学歴

  • 2011年10月 - 2014年09月   大阪大学   産業科学研究所   化学 (博士)
  • 2008年08月 - 2011年03月   グアナファト大学   化学 (修士)
  • 2002年01月 - 2008年07月   グアナファト大学   化学・薬学 (学士)

研究活動情報

論文

  • Kishi K, Arteaga FA, Takizawa S, Sasai H
    Chemical communications (Cambridge, England) 53 55 7724 - 7727 2017年07月 [査読有り][通常論文]
     
    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.
  • Liu Z, Takeuchi T, Pluta R, Arteaga Arteaga F, Kumagai N, Shibasaki M
    Organic letters 19 3 710 - 713 2017年02月 [査読有り][通常論文]
     
    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 2016年05月 [査読有り][通常論文]
     
    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.
  • Takizawa S, Kishi K, Yoshida Y, Mader S, Arteaga FA, Lee S, Hoshino M, Rueping M, Fujita M, Sasai H
    Angewandte Chemie (International ed. in English) 54 51 15511 - 15515 2015年12月 [査読有り][通常論文]
     
    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.
  • Brewitz L, Arteaga FA, Yin L, Alagiri K, Kumagai N, Shibasaki M
    Journal of the American Chemical Society 137 50 15929 - 15939 2015年12月 [査読有り][通常論文]
     
    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 2014年08月 [査読有り][通常論文]
  • Shinobu Takizawa, Fernando Arteaga Arteaga, Kenta Kishi, Shuichi Hirata, Hiroaki Sasai
    ORGANIC LETTERS 16 16 4162 - 4165 2014年08月 [査読有り][通常論文]
     
    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 2014年01月01日 [査読無し][通常論文]
     
    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 2013年10月15日 [査読無し][通常論文]
     
    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 2013年09月28日 [査読有り][通常論文]
     
    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 2013年08月 [査読有り][通常論文]
     
    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 2013年 [査読有り][通常論文]
     
    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.

講演・口頭発表等

  • 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
    松木優子, Fernando Arteaga Arteaga, 澤村正也, 飯嶋雅弘
    日本化学会第102春季年会(2022)
  • Photoswitchable azopyridine macrocyclic structure on bioacitve glass for controlled release of Ca2+
    Enrique E, Zuniga Heredia, Fernando Arteaga Arteaga, Masaya Sawamura, Masahiro Iijima
    日本化学会第102春季年会(2022)
  • Development of solid-supported photo responsive materials
    Irtaza Qureshi, Enrique E, Zuniga Heredia, Fernando Arteaga Arteaga, Masahiro Iijima, Masaya Sawamura
    日本化学会第102春季年会(2022)

受賞

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

共同研究・競争的資金等の研究課題

  • Development of photoswitchable Catalyst for the Preparation of Green Polymers and their Application in 3D-Printing for Dentistry
    次世代研究者リーダー育成共同研究助成 (2022)
    研究期間 : 2022年 -2022年 
    代表者 : Fernando Arteaga Arteaga, Masahiro Iijima
  • Ligand design towards rhodium catalyzed borylene/silylene transfer
    総合化学院:
    研究期間 : 2022年 -2022年 
    代表者 : Fernando Arteaga Arteaga, Paul Hayes

教育活動情報

主要な担当授業

  • 化学Ⅱ
    開講年度 : 2021年
    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.
  • 有機化学A
    開講年度 : 2021年
    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.
  • 有機化学B
    開講年度 : 2021年
    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.
  • 有機化学C
    開講年度 : 2021年
    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.
  • 生物化学
    開講年度 : 2021年
    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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