准教授 坂井 健男

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名前

坂井 健男 (博士(薬学))

 

連絡先

〒468-8503 名古屋市天白区八事山150

名城大学薬学部 分子設計化学研究室

TEL:052-839-2659

FAX:052-834-8090

Email:sakait

(の後に@meijo-u.ac.jp)

ORCID: https://orcid.org/0000-0002-9006-8249


略歴

2003年3月 京都大学薬学部総合薬学科卒業 (富岡 清 教授)

2005年3月 京都大学大学院薬学研究科修士課程修了 (富岡 清 教授)

2007年4月 日本学術振興会特別研究員(2009年3月まで)

2008年3月 京都大学大学院薬学研究科博士後期課程卒業 (富岡 清 教授)

2008年4月 米国マサチューセッツ工科大学化学科博士研究員(Rick L. Danheiser教授)

2010年4月 名城大学薬学部助教 (分子設計化学研究室)

2016年4月 名城大学薬学部准教授 (分子設計化学研究室)


資格

薬剤師免許



Publications

(Mori’s lab April 2010 - Current, Associate Professor)

   原著論文

  1. 1.Sakai, T.; Takenaka, R.; Koike, Y.; Hira, A.; Mori, Y. p-Methoxy- and 2,4-dimethoxybenzyl N-acetylcarbamate potassium salts: Versatile reagents for N-alkylacetamide and p-methoxy- and 2,4 dimethoxybenzyl carbamates. Chem. Pharm. Bull. accepted.

  2. 2.Sakai, T.; Mizuno, S.; Sone, A.; Hori, Y.; Yamazaki, W.; Takazawa, K.; Mori, Y. Biomimetic construction of a syn-2,7-dimethyloxepane ring via 7-endo cyclization. J. Org. Chem. 2022, 87, 579–594.

  3. 3.Sakai, T.; Okumura, C.; Futamura, M.; Noda, N.; Nagae, A.; Kitamoto, C.; Kamiya, M.; Mori, Y. Gold(I)-Catalyzed Cyclization−3-Aza-Cope−Mannich Cascade and Its Application to the Synthesis of Cephalotaxine. Org. Lett. 2021, 23, 4391–4395.

  4. 4.Sakai, T.; Hata, K.; Kitamura, Y.; Ishibashi, R.; Mori, Y. Synthesis of the ABCD fragment of gymnocin-B. Tetrahedron Lett. 2019, 60, 151261.

  5. 5.Sakai, T.; Sakakibara, H.; Omoto, Y.; Tsunekawa, M.; Hadano, Y.; Kato, S.; Mori, Y. Synthesis of the GHIJKL Fragment of Gymnocin-B. Org. Lett. 2019, 21, 6864–6868.

  6. 6.Sakai, T.; Tatematsu, T.; Fukuta, A.; Kasai, S.; Hayashi, K.; Mori, Y. Benzyl Acetylcarbamate Potassium Salt (BENAC-K): A Simple Nucleophilic N-Acetamide Equivalent. Synthesis 2019, 51, 3638–3650.

  7. 7.Sakai, T.; Noda, N.; Fujimoto, C.; Ito, M.; Takeuchi, H.; Nishiwaki, M.; Mori, Y. Ion-Pair Extraction of Quaternary Ammoniums Using Tetracyanocyclopentadienides and Synthetic Application for Complex Ammoniums. Org. Lett. 2019, 21, 3081–3085.

  8. 8.Sakai, T.; Hattori, M.; Tada, A.; Matsuoka, J.; Mori, Y. Nucleophilic Addition to N-Benzoylisoquinolinium Cation Catalyzed by Sodium Tetracyanocyclopentadienides. Heterocycles 2019, 99, 703–715. (Professor Fukuyama’s memorial issue)

  9. 9.Sakai, T.; Aoyama, K.; Oshima, R.; Furukawa, K.; Mori, Y. Stereoinversion of a Tertiary Alcohol on a THP Ring: a Recovery Route to an Intermediate for Gymnocin-A. Heterocycles 2018, 97, 523–540. (Professor Tomioka’s memorial issue)

  10. 10.Sakai, T.; Nagao, Y.; Nakamura, Y.; Mori, Y. Methanolysis of the Cyclic Acetal Function of NanoKid Catalyzed by NanoGoblin, the Pyridinium Salt of Tetracyanocyclopentadienide. ACS Omega 2017, 2, 8543–8549.

  11. 11.Sakai, T.; Ishihara, A.; Mori, Y. Synthesis of the KLMN fragment of gymnocin-A from the FGH fragment. J. Org. Chem. 2017, 82, 3976–3981.

  12. 12.Sakai, T.; Matsuoka, J.; Shintai, M.; Mori, Y. CAr-O Rotamers in 3,3′-disubstituted BINOL esters. J. Org. Chem. 2017, 82, 3276–3283.

  13. 13.Sakai, T.; Fukuta, A.; Nakamura, K.; Nakano, M.; Mori, Y. Total Synthesis of Brevisamide using an Oxiranyl Anion Strategy. J. Org. Chem. 2016, 81, 3799–3808.

  14. 14.Sakai, T.; Bito, M.; Itakura, M.; Sato, H.; Mori, Y. Acceleration of Acid-Catalyzed Hydrolysis in a Biphasic System by Sodium Tetracyanocyclopentadienides. Chem. Pharm. Bull. 2016, 64, 930–934.

  15. 15.Sakai, T.; Matsushita, S.; Arakawa, S.; Mori, K.; Tanimoto, M.; Tokumasu, A.; Yoshida, T.; Mori, Y. Total Synthesis of Gymnocin-A. J. Am. Chem. Soc. 2015, 137, 14513–14516.

  16. 16.Sakai, T.; Matsushita, S.; Arakawa, S.; Kawai, A.; Mori, Y. Synthetic study of gymnocin-A: synthesis of the ABC ring fragment. Tetrahedron Lett. 2014, 55, 6557–6560.

  17. 17.Sakai, T.; Asano, H.; Furukawa, K.; Oshima, R.; Mori, Y. Synthesis of the KLMN Fragment of Gymnocin-A Using Oxiranyl Anion Convergent Methodology. Org. Lett. 2014, 16, 2268–2271.

  18. 18.Sakai, T.; Seo, S.; Matsuoka, J.; Mori, Y. Synthesis of Functionalized Tetracyanocyclopentadienides from Tetracyanothiophene and Sulfones. J. Org. Chem. 2013, 78, 10978–10985.

  19. 19.Sakai, T.; Sugimoto, A.; Tatematsu, H.; Mori, Y. Divergent Synthesis of trans-Fused Polycyclic Ethers by a Convergent Oxiranyl Anion Strategy. J. Org. Chem. 2012, 77, 11177–11191.

  20. 20.Sakai, T.; Ito, S.; Furuta, H.; Kawahara, Y.; Mori, Y. Mechanism of the Regio- and Diastereoselective Ring Expansion Reaction Using Trimethylsilyldiazomethane, Org. Lett. 2012, 14, 4564–4567.

  21. 21.Sakai, T.; Sugimoto, A.; Mori, Y. A Convergent Strategy for the Synthesis of Polycyclic Ethers by Using Oxiranyl Anions, Org. Lett. 2011, 13, 5850–5853.

   総説論文

  1. 22.Sakai, T.; Mori, Y. Strategies for Brevisamide Synthesis, Based on the Method for Constructing the Tetrahydropyranyl Core, Heterocycles, 2017, 95, 81–115

  2. 23.坂井健男 ポリ環状エーテル類の長大な連続縮環システムの収束合成, 薬学雑誌, 2017, 137, 1095–1101.

   解説記事

  1. 24.坂井健男、まさに人工フッ素化酵素!Mnポルフィリン錯体による酸化的フッ素化反応、ファルマシア, 2013, 49, 552.


(Danheiser’s lab April 2008 - March 2010, Postdoc)

  1. 1.Sakai, T.; Danheiser, R. L. Cyano Diels-Alder and Cyano Ene Reactions. Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines.  J. Am. Chem. Soc. 2010, 132, 13203–13205.

  2. 2.Robinson, J. M.; Sakai, T.; Okano, K.; Kitawaki, T.; Danheiser, R. L. Formal [2 + 2 + 2] Cycloaddition Strategy Based on an Intramolecular Propargylic Ene Reaction/Diels-Alder Cycloaddition Cascade.  J. Am. Chem. Soc. 2010, 132, 11039–11041.

  3. 3.Hamzik, P. J.; Goutierre, A.-S.; Sakai, T.; Danheiser, R. L. Aza Diels–Alder Reactions of Nitriles, N,N-Dimethylhydrazones, and Oximino Ethers. Application in Formal [2 + 2 + 2] Cycloadditions for the Synthesis of Pyridines. J. Org. Chem. 2017, 82, 12967–12974.


(Tomioka’s lab April 2002 - March 2008, Undergrad & Grad Student)

  1. 1.Harada, S.; Sakai, T.; Takasu, K.; Yamada, K.; Yamamoto, Y.; Tomoioka, K. Critical profiles of chiral diether-mediated asymmetric conjugate aminolithiation of enoate with lithium amide as a key to the total synthesis of (–)-kopsinine. Tetrahedron 2013, 69, 3264–3273.

  2. 2.Harada, S.; Sakai, T.; Takasu, K.; Yamada, K.; Yamamoto, Y.; Tomioka, K. General Entry to Asymmetric One-Pot [N + 2 + n] Cyclization for the Synthesis of Three- to Seven-Membered Azacycloalkanes.  J. Org. Chem. 2012, 77, 7212–7222.

  3. 3.Harada, S.; Sakai, T.; Takasu, K.; Yamada, K.; Yamamoto, Y.; Tomioka, K. Total Synthesis of (–)-Kopsinine by an Asymmetric One-Pot [N + 2 + 3] Cyclization.  Chem.—Asian J. 2012, 7, 2196–2198.

  4. 4.Tomioka, K.; Sakai, T.; Ogata, T.; Yamamoto, Y. Aminolithiation of Carbon-Carbon Double Bonds as A Powerful Tool in Organic Synthesis. Pure Appl. Chem. 2009, 81, 247–253.

  5. 5.Suzuki, M.; Kawamoto, Y.; Sakai, T.; Yamamoto, Y.; Tomioka, K. Asymmetric Construction of Quaternary Carbon Centers by Sequential Conjugate Addition of Lithium Amide and in situ Alkylation: Utility in the Synthesis of (–)-Aspidospermidine. Org. Lett. 2009, 11, 653–655.

  6. 6.Sakai, T.; Yamada, K.; Tomioka, K. Base-Induced Sequential Cyclization–Rearrangement of Enantioenriched 3-Aminoalkanoates to Five-and Seven-Membered Lactams. Chem. Asian J. 2008, 3, 1486–1493.

  7. 7.Sakai, T.; Doi, H.; Tomioka, K. Chiral Ligand-Controlled Asymmetric Conjugate Amination of Enoates with Lithium Mesitylmethyl(trimethylsilyl)amide. Tetrahedron 2006, 62, 8351–8359.

  8. 8.Sakai, T.; Kawamoto, Y.; Tomioka, K. Asymmetric Synthesis of Intermediates for Otamixaban and Premafloxacin by the Chiral Ligand-Controlled Asymmetric Conjugate Addition of a Lithium Amide. J. Org. Chem. 2006, 71, 4706–4709.

  9. 9.Sakai, T.; Doi, H.; Kawamoto, Y.; Yamada, K.; Tomioka, K. Structure Tuning of Lithium Amide for Asymmetric 1,4-Addition to Cinnamate and Subsequent Demasking. Tetrahedron Lett. 2004, 45, 9261–9263.

  10. 10.Doi, H.; Sakai, T.; Yamada, K.; Tomioka, K. N-Allyl-N-tert-butyldimethylsilylamine for Chiral Ligand-Controlled Asymmetric Conjugate Addition to tert-Butyl Alkenoates. Chem. Commun. 2004, 1850–1851.

  11. 11.Doi, H.; Sakai, T.; Iguchi, M.; Yamada, K.; Tomioka, K. Chiral Ligand-Controlled Asymmetric Conjugate Addition of Lithium Amides to Enoates J. Am. Chem. Soc. 2003, 125, 2886–2887.