KEIO RESEARCHERS INFORMATION SYSTEM

Message from the Faculty Member 【 Display / hide 】

Message from the Faculty Member 【 Display / hide 】

• 創薬化学を中心に、より有用で機能的な有機分子を求め、合成する化合物の複雑化が急速に進行しています。私たちは、化学的な独創性と、社会的に需要の高まった複雑な化合物に適用できる実用性を同時に満たす合成手法を開発し、それを用いて重要な生物活性を有する天然物の全合成を精力的に行っていきます。

Career 【 Display / hide 】

Career 【 Display / hide 】

• 2003.07

  -

  2003.08

  スイス連邦工科大学　21世紀COE海外研究拠点・研究員

• 2005.04

  -

  2006.03

  日本学術振興会特別研究員（DC2）

• 2006.04

  -

  2007.03

  日本学術振興会特別研究員（PD）

• 2006.04

  -

  2008.03

  カリフォルニア大学アーバイン校・博士研究員

• 2008.04

  -

  2011.03

  慶應義塾大学　助教（有期）（理工学部応用化学科）

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Academic Background 【 Display / hide 】

Academic Background 【 Display / hide 】

• 2001.03

  Tohoku University, Faculty of Science, Department of Chemistry

  University, Graduated

• 2003.03

  Tohoku University, Graduate School of Science, Department of Chemistry

  Graduate School, Completed, Master's course

• 2006.03

  Tohoku University, Graduate School of Science, Department of Chemistry

  Graduate School, Completed, Doctoral course

Academic Degrees 【 Display / hide 】

Academic Degrees 【 Display / hide 】

• 博士（理学）, Tohoku University, Coursework, 2006.03

  Asymmetric Total Synthesis of (-)-Merrilactone A

Research Areas 【 Display / hide 】

Research Areas 【 Display / hide 】

• Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry (Organic Chemistry)

• Life Science / Bioorganic chemistry (Organic Chemistry)

Research Keywords 【 Display / hide 】

Research Keywords 【 Display / hide 】

• 天然物化学

• 有機合成化学

Research Themes 【 Display / hide 】

Research Themes 【 Display / hide 】

• Control of selectivity by dynamic crystallization, 

  2024.01

  -

  Present

• アレン変換反応の開発と天然物合成への応用, 

  2010.04

  -

  Present

• アミド基変換反応の開発と天然物合成への応用 , 

  2008.04

  -

  Present

Books 【 Display / hide 】

Books 【 Display / hide 】

• Modern Natural Product Synthesis

  Takaaki Sato, Springer, 2024.05

  Scope: Chapter 12. Unified total synthesis of madangamine alkaloids,  Contact page： pp. 259‒279 , Accepted

  　View Summary

  Development of a unified total synthesis of madangamine alkaloids is described. The synthesis consists of three parts: (1) construction of the central ABC-ring, (2) installation of the skipped diene bearing a trisubstituted olefin, and (3) the synthesis of various D-rings from a tetracyclic ABCE-common intermediate. The ABC-tricyclic framework is successfully assembled by intramolecular allenylation. The most significant issue in this synthesis is the stereoselective installation of the skipped diene. This challenge is ultimately overcome by development of a stereodi-vergent approach using hydroboration of allenes and Migita-Kosugi-Stille coupling. The hydroboration is especially useful because the reaction of 1,1-disubstituted allenes with either 9-BBN or (Sia)2BH gives (E)-or (Z)-allylic alcohols, respec-tively. The key to the success of our unified total synthesis is macrocyclic alkylation to form a wide variety of D-rings from the tetracyclic ABCE-common interme-diate. Our collective synthesis of madangamine alkaloids revealed structure-activity relationship of D-rings in their cytotoxicity against human cancer cell lines.

  • Access to Document (DOI)

• ドラマチック有機合成化学 感動の瞬間100

  佐藤隆章, 化学同人, 2023.07

  Scope: 71. 博士研究員からはじまるアミド基への求核付加反応,  Contact page： pp. 142‒143 , Accepted

• New Tide of Natural Product Chemistry

  Takaaki Sato, Springer, 2023.06

  Scope: Part 3. Chapter 13. Nucleophilic addition to amides toward efficient total synthesis of complex alkaloids,  Contact page： pp. 275‒293 , Accepted

  　View Summary

  Nucleophilic addition to amides has been recognized as a promising transformation for the total synthesis of polycyclic alkaloids. The reaction produces substituted amines from easily available amides while avoiding the unwanted high reactivities of amines and use of extra-protecting group manipulations. In this chapter, we introduce the development of two types of amide-selective nucleophilic addition reactions and their applications to total synthesis. The first topic is the total synthesis of gephyrotoxin based on the reductive allylation of an N-methoxylactam. The reaction takes place in the presence of a more electrophilic methyl ester by taking advantage of the N-methoxy group and the Schwartz reagent [Cp<Subscript>2</Subscript>ZrHCl]. The second topic is the unified total synthesis of stemoamide-type alkaloids by chemoselective assembly of five-membered rings. The most challenging step is an iridium-catalyzed reductive nucleophilic addition to a γ-lactam. A γ-lactone was installed to a γ-lactam carbonyl without affecting the γ-lactone found in tetracyclic protostemonamide, resulting in the total synthesis of pentacyclic protostemonines.

  • Access to Document (DOI)

• Comprehensive Chirality

  Noritaka Chida, Takaaki Sato, Elsevier Science, 2012.10

  Scope: Vol 2. Chapter 8. Chiral Pool Synthesis: Chiral Pool Syntheses Starting from Carbohydrates,  Contact page： 207‒239 , Accepted

• 天然物合成で活躍した反応 実験のコツとポイント

  井上将行, 佐藤隆章, 化学同人, 2011.11

  Scope: 31. [2+2]光付加環化,  Contact page： 62-63

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Papers 【 Display / hide 】

Papers 【 Display / hide 】

• Total Synthesis of Isodaphlongamine H by Iridium-Catalyzed Reductive [3 + 2] Cycloaddition of N-Hydroxylactam

  Iwamoto S., Nakano R., Sasaki K., Kobayashi S., Taira Y., Takei K., Kawakita R., Tokuyama A., Nakamura H., Tomoike M., Kawahara R., Murase A., Simizu S., Chida N., Okamura T., Sato T.

  Angewandte Chemie International Edition  2025.06

  Research paper (scientific journal), Joint Work, Last author, Corresponding author, Accepted,  ISSN  14337851

  　View Summary

  The total synthesis of isodaphlongamine H based on a lactam strategy, which enables quick access to complex cyclic amines, is described. The strategy begins with alkylation of a chiral lactam and subsequent N-oxidation via an imino ether to afford the N-hydroxylactam. For the key transformation to functionalize the amide carbonyl, an iridium-catalyzed reductive [3 + 2] cycloaddition of the N-hydroxylactam provides a tricyclic isoxazolidine in a one-pot process. After the coupling reaction with an allylic silane fragment, the total synthesis is accomplished through intramolecular Hosomi–Sakurai allylation to construct a pentacyclic core. The deoxygenated pentacyclic intermediate shows higher cytotoxicity against HeLa and U937 cell lines than isodaphlongamine H, and might become a lead compound for further biological study.

  • Access to Document (DOI)

• Synthesis of C11 to C21 polyol fragment of sekothrixide based on an iterative approach including iridium-catalyzed hydrosilylation of morpholine amides

  Yasui S., Aoki S., Okamura T., Sato T.

  Chemistry Letters 54 ( 5 ) upaf094 2025.05

  Research paper (scientific journal), Joint Work, Last author, Corresponding author, Accepted,  ISSN  03667022

  　View Summary

  An iterative approach to the synthesis of polyol fragments of polyketides is developed based on an iridium-catalyzed hydrosilylation of morpholine amides. Each round includes an aldol reaction using either morpholine amide or morpholine ketoamide and iridium-catalyzed hydrosilylation of the morpholine amide to give the new aldehyde, which is used for the next round. This strategy is successfully applied to the concise synthesis of the C11 to C21 polyol fragment of sekothrixide.

  • Access to Document (DOI)

• Photoinduced Reductive [4 + 2] Cycloaddition of Nitroarenes

  Kaneko T., Ito R., Okamura T., Sato T.

  Organic Letters 27 ( 9 ) 2042 - 2048 2025.03

  Research paper (scientific journal), Joint Work, Last author, Corresponding author, Accepted,  ISSN  15237060

  　View Summary

  Direct C-N bond formation from nitroarenes is a valuable synthetic tool for quick access to aniline derivatives. Transformation via nitroso intermediates could be useful due to their unique properties, but the generation of nitrosoarenes in situ from nitroarenes is challenging due to the tendency for various side reactions. Herein we report the photoinduced reductive [4 + 2] cycloaddition of nitroarenes. The method begins with the photoinduced reduction of nitroarenes to give nitrosoarenes by hydrogen atom abstraction (HAA). The generated nitrosoarenes undergo a nitroso Diels-Alder (NDA) reaction. The key to success is the use of N-heterocyclic carbene (NHC) borane, which promotes efficient HAA, enabling the NDA reaction to proceed without the need for transition metals, strong bases, or elevated temperatures. The developed conditions allow high functional group tolerance, enabling late-stage functionalization and further derivatization of biologically active compounds.

  • Access to Document (DOI)

• Crystal structures of (±)-(1SR,5SR,6SR,7SR,10SR,11SR,13RS,14SR,15SR,16RS)-13-acetoxy-16-benzyloxy-15-hydroxy-7-methoxymethoxy-3-oxo-11,15,18,18-tetramethyl-2,4-dioxa­tetra­cyclo[12.3.1.01,5.06,11]octadecan-10-yl benzoate and its 13-epimer

  Oishi T., Fukaya K., Sato T., Chida N.

  Acta Crystallographica Section E Crystallographic Communications 81 ( 1 ) 74 - 79 2025.01

  Research paper (scientific journal), Joint Work, Accepted

  • Access to Document (DOI)

• Stereodivergent synthesis of 2-oxo-oligopyrrolidines by an iterative coupling strategy

  Soda Y., Tatsumi K., Forner M., Sato S., Shibuya K., Matagawa T., Simizu S., Chida N., Okamura T., Sato T.

  Organic and Biomolecular Chemistry 22 ( 16 ) 3230 - 3236 2024.04

  Research paper (scientific journal), Joint Work, Last author, Corresponding author, Accepted,  ISSN  14770520

  　View Summary

  Natural linear polyamines play diverse roles in physiological processes by interacting with receptors at the cellular level. Herein, we describe the stereodivergent synthesis of oligopyrrolidines, which are conformationally constrained polyamines. We synthesized dimeric and trimeric 2-oxo-oligopyrrolidines using an iterative coupling strategy. The key to our success is an iridium-catalyzed trans/cis-selective nucleophilic addition and subsequent threo/erythro-stereoselective reduction. The synthesized pyrrolidines show varying cytotoxicities against a human cancer cell line depending on the number of rings and their stereochemistry.

  • Access to Document (DOI)

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Papers, etc., Registered in KOARA 【 Display / hide 】

Papers, etc., Registered in KOARA 【 Display / hide 】

• Synthesis of 1,3-dipoles from amides

  Satō, Takaaki

  科学研究費補助金研究成果報告書 2020

• Transformation of amides by using an N-alkoxy group as a reactivity control element

  Sato, Takaaki

  科学研究費補助金研究成果報告書 2017

• Development of direct nucleophilic addition to inert amides

  Sato, Takaaki

  科学研究費補助金研究成果報告書 2014

• Development and application of practical methodology to access biologically active alkaloids using alkoxyamide

  Sato, Takaaki

  科学研究費補助金研究成果報告書 2011

Reviews, Commentaries, etc. 【 Display / hide 】

Reviews, Commentaries, etc. 【 Display / hide 】

• 動的結晶化で天然物合成の選択性の歴史に挑む

  佐藤隆章

  化学 80   24 - 28 2025.05

  Article, review, commentary, editorial, etc. (scientific journal), Single Work, Lead author, Last author, Corresponding author

• Synthesis of natural products and their derivatives using dynamic crystallization

  Sato, T.

  Chem. Lett.  54   upae244 2025.01

  Article, review, commentary, editorial, etc. (scientific journal), Single Work, Lead author, Last author, Corresponding author

  • Access to Document (DOI)

• 立体発散的スキップジエン合成法の開発とマダンガミン類の網羅的全合成

  佐藤隆章

  有機合成化学協会誌 80   343 - 356 2022.04

  Article, review, commentary, editorial, etc. (scientific journal), Single Work, Lead author, Last author, Corresponding author

• Total Synthesis of Skipped Diene Natural Products

  Sato T., Suto T., Nagashima Y., Mukai S., Chida N.

  Asian J. Org. Chem.  10   2486 - 2502 2021.10

  Article, review, commentary, editorial, etc. (scientific journal), Joint Work, Lead author, Corresponding author

  • Access to Document (DOI)

• 博士進学？ 研究室の学生に聞いてみた

  佐藤隆章

  化学と工業 74   30 - 31 2021.01

  Article, review, commentary, editorial, etc. (scientific journal), Single Work, Lead author, Last author, Corresponding author

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Presentations 【 Display / hide 】

Presentations 【 Display / hide 】

• Total Synthesis of Manzamine Alkaloids

  Takaaki Sato

  The International Chemical Congress of Pacific Basin Societies 2025: Stereocontrolled Synthesis of Complex Molecules (Honolulu (USA)) , 

  2025.12

  , 

  Oral presentation (invited, special)

• Total Synthesis of Complex Polycyclic Alkaloids

  Takaaki Sato

  32nd IUPAC International Symposium on the Chemistry of Natural Products (ISCNP-32), and 12th IUPAC International Congress on Biodiversity (ICOB-12) (Sydney (Australia)) , 

  2025.08

  , 

  Oral presentation (invited, special)

• Total Synthesis of Complex Polycyclic Alkaloids

  Takaaki Sato

  Chemistry Special Seminar in Pohang University of Science and Technology (Pohang (Korea)) , 

  2025.06

  , 

  Oral presentation (invited, special)

• Total Synthesis of Complex Polycyclic Alkaloids

  Takaaki Sato

  KAIST Chemistry Special Seminar (Daejeon (Korea)) , 

  2025.06

  , 

  Oral presentation (invited, special)

• Total Synthesis of Complex Polycyclic Alkaloids

  Takaaki Sato

  Chemistry Special Seminar in Seoul National University (Seoul (Korea)) , 

  2025.06

  , 

  Oral presentation (invited, special)

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Research Projects of Competitive Funds, etc. 【 Display / hide 】

Research Projects of Competitive Funds, etc. 【 Display / hide 】

• シクロスポリンA：抗ウイルス薬創製プラットフォームへの応用

  2025.01

  -

  2026.12

  第一三共生命科学研究振興財団, 研究助成, Research grant, Principal investigator

• アミド基による生合成模倣合成の革新

  2024.04

  -

  2025.03

  ＵＢＥ学術振興財団　, 学術奨励賞, Research grant, Principal investigator

• 医薬品開発を指向した動的不斉結晶化法の開発

  2024.04

  -

  2025.03

  ノバルティス科学振興財団, ノバルティス研究奨励金, Research grant, Principal investigator

• 超短工程化アミド戦略による多環性アルカロイドの合成効率化

  2022.04

  -

  2027.03

  文部科学省・日本学術振興会, Grant-in-Aid for Scientific Research, 基盤B, Research grant, Principal investigator

• プロリン・N-メチルアミノ酸選択的なペプチド直接修飾法の開発

  2022.04

  -

  2024.03

  旭硝子財団, 研究奨励, Research grant, Principal investigator

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Awards 【 Display / hide 】

Awards 【 Display / hide 】

• The 17th International Conference on Cutting-Edge Organic Chemistry in Asia, Asian Core Program Lectureship Award (From Singapore)

  Takaaki Sato, 2024.12, Toward Concise Total Synthesis of Complex Alkaloids

  Type of Award： Award from international society, conference, symposium, etc.

• The 17th International Conference on Cutting-Edge Organic Chemistry in Asia, Asian Core Program Lectureship Award (From Korea)

  Takaaki Sato, 2024.12, Toward Concise Total Synthesis of Complex Alkaloids

  Type of Award： Award from international society, conference, symposium, etc.

• The SYNTHESIS Best Paper Award 2023

  Takaaki Sato, 2023.03, Thieme, Total Synthesis and Anti-inflammatory Activity of Stemoamide-Type Alkaloids Including Totally Substituted Butenolides and Pyrroles

  Type of Award： Honored in official journal of a scientific society, scientific journal

• Thieme Chemistry Journals Award

  Takaaki Sato, 2019, Thieme

  Type of Award： Honored in official journal of a scientific society, scientific journal

• BCSJ award

  Takaaki Sato, 2017.08, 日本化学会, Reductive Approach to Nitrones from N-Siloxyamides and N-Hydroxyamides

  Type of Award： Honored in official journal of a scientific society, scientific journal

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Courses Taught 【 Display / hide 】

Courses Taught 【 Display / hide 】

• SEMINAR IN APPLIED CHEMISTRY

  2025

• ORGANIC CHEMISTRY

  2025

• MECHANISM IN ORGANIC CHEMISTRY

  2025

• LABORATORY IN SCIENCE

  2025

• LABORATORIES IN APPLIED CHEMISTRY B

  2025

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Memberships in Academic Societies 【 Display / hide 】

Memberships in Academic Societies 【 Display / hide 】

• 日本プロセス化学会, 

  2015.03

  -

  Present

• 日本薬学会, 

  2015.03

  -

  2020.03

• American Chemical Society, 

  2013

  -

  Present

• 慶應有機合成化学若手シンポジウム委員会, 

  2012.12

  -

  2022.03

• 全国高校化学グランプリ委員会, 

  2011

  -

  2012

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Committee Experiences 【 Display / hide 】

Committee Experiences 【 Display / hide 】

• 2025.04

  -

  Present

  関東支部 代議員選任・支部候補者推薦委員会委員, 有機合成化学協会

• 2025.04

  -

  Present

  関東支部 常任幹事, 有機合成化学協会

• 2023.10

  -

  2024.11

  代議員, 日本化学会

• 2023.08

  -

  2024.12

  第40回有機合成化学セミナー実行委員, 有機合成化学協会

• 2021.04

  -

  2023.03

  専門調査員, 文部科学省　科学技術・学術政策研究所　科学技術予測センター　

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