〒444-8787 愛知県岡崎市明大寺町字東山5-1 山手キャンパス4号館5F TEL: 0564-59-5531

研究詳細・成果 唯一無二へのこだわり

グループリーダーメッセージ

「キラリティー」は、様々な物質の性質を進展させる要素です。物質にキラリティーを組み込むことは、その機能の飛躍的な向上に繋がり、夢の物質を創り出す第一歩となります。私たちの生活に欠かすことのできない物質・材料にキラリティーを組み込むこと、それを可能にする一連の方法論を開発することは、次世代の純粋化学と応用化学の両面、そして材料科学において極めて大きな意味を持ちます。
  私たちは、キラル機能性物質開発への応用展開を最終目標に、現在、その基盤づくりに取り組んでいます。独自のキラル分子をデザインし、独自の反応・手法の開発を通じて、独自のキラル分子の合成を進めています。様々な解析手法を駆使して分子の振る舞いを理解し、従来とは異なる分子の性質を見出すことで、新たな機能を有するキラル物質を創り出していきたいと考えています。

反応へのこだわり

世の中には、多彩な分子変換反応が存在しています。種々の分子変換により、多様な分子が生み出されています。先人たちの反応への「こだわり」が、様々な分子変換を実現してきたのです。私たちも独自の反応の開発に「こだわり」ます。私たちの「こだわりの反応」が、いつしか新たな分子を合成するための一手となること、それが、私たちの願いです。

こだわりの分子

私たちの生活は、銘々の「こだわり」が詰まった建物において営まれています。匠が「こだわりの技法」により「こだわりの建物」を築いていくように、私たちも独自に開発した「こだわり手法」により、オリジナルの分子を創ることに「こだわり」ます。私たちの「こだわりの分子」が、いつしか新たな機能の発現の一助となること、それが、私たちの願いです。

発表論文(Publication list)

Communication and Full paper
28.
“TBA”
Nakashima, F.; Izumiseki, A.; Ohtsuka, N.; Momiyama, N.
under preparation for submission
27.
“TBA”
Ohtsuka, N.; Kotani, S.; Suzuki, T.; Momiyama, N.
under preparation for submission
26.
“TBA”
Ohtsuka, N.; Ota, H.; Sugiura, S.; Fujinami, T.; Suzuki, T.; Momiyama, N.
under preparation for submission
25.
“TBA”
Momiyama, N.; Izumiseki, A.; Ohtsuka, N.; Suzuki, T.
submitted
24.
“TBA”
Oishi, S.; Fujinami, T.; Masui, Y.; Suzuki, T.; Kato, M.; Momiyama, N.
submitted
23.
“TBA”
Jongwohan, C.; Ohtsuka, N.; Honda, Y.; Suzuki, T.; Chaibuth, P.; Fujinami, T.; Adachi, K.; Momiyama, N.
submitted
22.
“TBA”
Fujinami, T.; Suzuki, T.; Momiyama, N.
submitted
21.
“Brønsted Acid-Initiated Formal [1,3]-Rearrangement Dictated by β-Substituted Ene-Aldimines”
Jongwohan, C.; Honda, Y.; Suzuki, T.; Fujinami, T.; Adachi, K.; Momiyama, N.
Org. Lett. 2019, 21, 4991-4995.
DOI: 10.1021/acs.orglett.9b01533
20.
“Molecular Design of a Chiral Brønsted Acid with Two Different Acidic Sites: Regio-, Diastereo-, and Enantioselective Hetero-Diels–Alder Reaction of Azopyridinecarboxylate with Amidodienes Catalyzed by Chiral Carboxylic Acid–Monophosphoric Acid”
Momiyama, N.; Tabuse, H.; Noda, H.; Yamanaka, M.; Fujinami, T.; Yamanishi, K.; Izumiseki, A.; Funayama, K.; Egawa, F.; Okada, S.; Adachi, H.; Terada, M.
J. Am. Chem. Soc. 2016, 138, 11353-11359.
DOI: 10.1021/jacs.6b07150
Highlighted in Synfacts 2016, 12, 1198.
DOI: 10.1055/s-0036-1589421
19.
“Chiral Phosphoric Acid-Catalyzed Diastereo- and Enantioselective Mannich-Type Reaction between Enamides and Thiazolones”
Kikuchi, J.; Momiyama, N.; Terada, M.
Org. Lett. 2016, 18, 2521-2523.
DOI: 10.1021/acs.orglett.6b00857
18.
“Perfluorinated Aryls in the Design of Chiral Brønsted Acid Catalysts: Catalysis of Enantioselective [4+2] Cycloadditions and Ene–Reactions of Imines with Alkenes by Chiral Mono-Phosphoric Acids with Perfluoroaryls”
Momiyama, N.; Okamoto, H.; Kikuchi, J.; Korenaga, T.; Terada, M.
ACS Catal. 2016, 6, 1198-1204.
DOI:10.1021/acscatal.5b02136
Highlighted in Synfacts 2016, 12, 413.
DOI:10.1055/s-0035-1561838
17.
“Hydrogen Bonds-Enabled Design of a C1-Symmetric Chiral Brønsted Acid Catalyst”
Momiyama, N. Funayama, K.; Noda, H.; Yamanaka, M.; Akasaka, N.; Ishida, S.; Iwamoto, T.; Terada, M.
ACS Catal. 2016, 6, 949-956.
DOI: 10.1021/acscatal.5b02079
Highlighted in Synfacts. 2016, 12, 308.
DOI: 10.1055/s-0035-1561676
16.
“Design of a Brønsted Acid with Two Different Acidic Sites: Synthesis and Application of Aryl Phosphinic Acid-Phosphoric Acid as a Brønsted Acid Catalyst”
Momiyama, N.; Narumi, T.; Terada, M.
Chem. Commun. 2015, 51, 16976-16979.
DOI: 10.1039/C5CC06787A
15.
“Synthetic Method for 2,2’-Disubstituted Fluorinated Binaphthyl Derivatives and Application as Chiral Source in Design of Chiral Mono-Phosphoric Acid Catalyst”
Momiyama, N.; Okamoto, H.; Shimizu, M.; Terada, M.
Chirality 2015, 27, 464-475 (Invited).
DOI: 10.1002/chir.22429
14.
“Design of Chiral Bis-phosphoric Acid Catalyst Derived from (R)-3,3’-Di(2-hydroxy-3-arylphenyl)binaphthol: Catalytic Enantioselective Diels-Alder Reaction of α,β-Unsaturated Aldehydes with Amidodienes”
Momiyama, N.; Konno, T.; Furiya, Y.; Iwamoto, T.; Terada, M.
J. Am. Chem. Soc. 2011, 133, 19294-19297.
DOI: 10.1021/ja2081444
13.
“Chiral Brønsted Acid Catalysis for Enantioselective Hosomi-Sakurai Reaction of Imines with Allyltrimethylsilanes”
Momiyama, N.; Nishimoto, H.; Terada, M.
Org. Lett. 2011, 13, 2126-2129.
DOI: 10.1021/ol200595b
12.
“Chiral Phosphoric Acid-Governed Anti-Diastereoselective and Enantioselective Hetero-Diels-Alder Reaction of Glyoxylate”
Momiyama, N.; Tabuse, H.; Terada, M.
J. Am. Chem. Soc. 2009, 131, 12882-12883.
DOI: 10.1021/ja904749x
11.
“Enantioselective Activation of Aldehydes by Chiral Phosphoric Acid Catalysts in an Aza-Ene-type Reaction between Glyoxylate and Enecarbamate”
Terada, M.; Soga, K.; Momiyama, N.
Angew. Chem., Int. Ed. 2008, 47, 4122-4125.
DOI: 10.1002/anie.200800232
10.
“Synthesis of Acyclic α,β-Unsaturated Ketones via Pd(II)-Catalyzed Intermolecular Reaction of Alkynamides and Alkenes”
Momiyama, N.; Kanan, M. W.; Liu, D. R.
J. Am. Chem. Soc. 2007, 129, 2230-2231.
DOI: 10.1021/ja068886f
9.
“Diastereo- and Enantioselective Synthesis of Nitroso Diels-Alder-type Bicycloketones Using Dienamine: Mechanistic Insight into Sequential Nitroso Aldol/Michael Reaction and Application for Optically Pure 1-Amino-3,4-diol Synthesis”
Momiyama, N.; Yamamoto, Y.; Yamamoto, H.
J. Am. Chem. Soc. 2007, 129, 1190-1195.
DOI: 10.1021/ja066037m
8.
“Metal-Induced Reaction of O-Nitroso Aldol Product”
Morales, M. R.; Momiyama, N.; Yamamoto, H.
Synlett 2006, 705-706.
DOI: 10.1055/s-2006-933123
7.
“Brønsted Acid Catalysis of Achiral Enamine for Regio- and Enantioselective Nitroso Aldol Synthesis”
Momiyama, N.; Yamamoto, H.
J. Am. Chem. Soc. 2005, 127, 1080-1081.
DOI: 10.1021/ja0444637
6.
“O-Nitroso Aldol Synthesis. Catalytic Enantioselective Route to α-Aminooxy Carbonyl Compounds via Enamine Intermediate”
Momiyama, N.; Torii, H.; Saito, S.; Yamamoto, H.
Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5374-5378.
DOI: 10.1073/pnas.0307785101
5.
“Enantioselective Tandem O-Nitroso Aldol/Michael Reaction”
Yamamoto, Y; Momiyama, N.; Yamamoto, H.
J. Am. Chem. Soc. 2004, 126, 5962-5963.
DOI: 10.1021/ja049741g
4.
“Enantioselective O- and N-Nitroso Aldol Synthesis of Tin Enolates. Isolation of Three BINAP-Silver Complexes and Their Role of in Regio- and Enantioselectivity”
Momiyama, N.; Yamamoto, H.
J. Am. Chem. Soc. 2004, 126, 5360-5361.
DOI: 10.1021/ja039103i
3.
“Catalytic Enantioselective Synthesis of α-Aminooxy and α-Hydroxy Ketone Using Nitrosobenzene”
Momiyama, N.; Yamamoto, H.
J. Am. Chem. Soc. 2003, 125, 6038-6039.; 2004, 126, 6498.
DOI: 10.1021/ja0298702, 10.1021/ja040805x
2.
“Simple Synthesis of α-Hydroxyamino Carbonyl Compounds: New Scope of the Nitroso Aldol Reaction”
Momiyama, N.; Yamamoto, H.
Org. Lett. 2002, 4, 3579-3582.
DOI: 10.1021/ol026443k
1.
“Lewis Acid Promoted, O-Selective, Nucleophilic Addition of Silyl Enol Ethers to N=O bonds”
Momiyama, N.; Yamamoto, H.
Angew. Chem., Int. Ed. 2002, 41, 2986-2988.; 3313.
DOI: 10.1002/1521-3773(20020816)41:16<2986::AID-ANIE2986>3.0.CO;2-F, 10.1002/1521-3773(20020916)41:18<3313::AID-ANIE11113313>3.0.CO;2-X
Review and Book
6.
“Noncovalent Interactions in the Design of Chiral Brønsted Acid Catalysts”
Momiyama, N.
Chapter 10, pp. 209-231. In Noncovalent Interactions in Catalysis, Mahmudov, K. T.; Kopylovich, M. N.; Guedes da Silva, M-F. C.; Pombeiro, A-J. L. Eds. The Royal Society of Chemistry 2019.
https://pubs.rsc.org/en/Content/eBook/978-1-78801-468-7
5.
“Enantioselective Synthesis of Amines by Chiral Brønsted Acid Catalysts”
Terada, M.; Momiyama, N.
pp. 75-129, Chiral Amine Synthesis, Nugent, T. C. Ed. 2010.
4.
“Development of Organocatalysis based on the Molecular Design of Pyrrolidine-Brønsted Acid”
Saito, S.; Momiyama, N.; Yamamoto, H.
Yuki Gosei Kagaku Kyokaishi, 2008, 66, 774-784.
3.
“Brønsted Acid Catalyzed Nitroso Aldol Reaction”
Momiyama, N.; Yamamoto, H.
Chapter 8, pp. 85-105. CMC books, Shibasaki, M. Ed. 2006.
2.
“Nitrosobenzene”
Momiyama, N.
Electronic Encyclopedia of Reagents for Organic Synthesis.
1.
“Rich Chemistry of Nitroso Compounds”
Yamamoto, H.; Momiyama, N.
Chem. Commun. 2005, 3514-3525.
Patents
7.
“ピリジン誘導体担持高分子及びこれを用いた転移反応”
儀恵、山西克典、渡辺拓 特開2019−189808(P2019−189808A)
6.
“環上に置換基を有する含窒素環状化合物の製造方法”
儀恵、泉関督人 特開2018−104361(P2018-104361A)
5.
“Process for preparation of bisphosphosphates as catalysts for asymmetric reactions”
Terada, M.; Momiyama, N.; Konno, T.
PCT Int. Appl. 2011, WO 2011111677 A1 20110915.
4.
“Process of making alpha-aminooxyketone/alpha-aminooxyaldehyde and alpha-hydroxyketone /alpha-hydroxyaldehyde compounds and a process making reaction products from cyclic alpha,beta-unsaturated ketone substrates and nitroso substrates.”
Momiyama, N.; Torii, H.; Saito, S.; Yamamoto, H.; Yamamoto, Y.
U.S. Pat. Appl. Publ. 2007, US20070037973 A1 20070215.
3.
“Process of making α-aminooxyketone/α-aminooxyaldehyde compounds and α-hydroxyketone/α-hydroxyaldehyde compounds and a process of making reaction products from cyclic α,s,s-unsaturated ketone substrates and nitroso substrates.”
Momiyama, N.; Torii, H.; Saito, S.; Yamamoto, H.; Yamamoto, Y.
PCT Int. Appl. 2005, WO 2005090294 A2 20050929.
2.
“Preparation of aminooxy compounds, hydroxy amines, and hydroxy ketones, and catalysis for it.”
Yamamoto, H.; Momiyama, N.
Jpn. Kokai Tokkyo Koho. 2004, JP 2004115446 A 20040415.
1.
“Preparation of hydroxyamines and/or aminooxy compounds, and Lewis acid-containing catalysts for the regioselecive nucleophilic addition reaction.”
Yamamoto, H.; Momiyama, N.; Yanagisawa, A.
Jpn. Kokai Tokkyo Koho. 2003, JP 2003313158 A 20031106.

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