三好さん、津田さんの論文がTetrahedron誌に掲載決定！

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Development of new catalytic enantioselective formation of methylenelactam-based N,O-spirocyclic compounds via ring opening-asymmetric reclosure of hydroxylactams
Tetsuya Sengoku, Ayako Miyoshi, Tamaki Tsuda, Toshiyasu Inuzuka, Masami Sakamoto, Masaki Takahashi and Hidemi Yoda
Tetrahedron,  2020, 76, 131252. (DOI: 10.1016/j.tet.2020.131252) 

Hydroxylactams prepared from N-carbonyl phthalimides and β-amido functionalized allylboronates underwent ring opening-asymmetric reclosure in the presence of catalytic amounts of MgBr2 and a chiral aminophenol to afford the corresponding N,O-spirocyclic compounds in excellent yields and high enantioselectivities.

Journal Information: Impact factor 2.457 (Q2, JCR 2020)

前川君、今村君、和田君の論文がAdv. Synth. & Catal.誌に掲載決定！

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Zinc Hydroxide‐Catalyzed Asymmetric Allylation of Acetophenones with Amido‐Functionalized Allylboronate in Water
Tetsuya Sengoku, Ryunosuke Maegawa, Hiroki Imamura, Mitsuo Wada and Hidemi Yoda
Advanced Synthesis & Catalysis, 2020, 362, 2397-2418. (DOI: 10.1002/adsc.202000195)

Enantioselective reaction of water‐stable amido‐functionalized allylboronates with acetophenone derivatives in water is reported. The reaction was catalyzed with zinc hydroxide and a didecylamino‐functionalized chiral aminophenol reagent, affording a variety of homoallylic alcohols in up to 99% yield. The enantiomeric excess of the product reached up to 98%.

Journal Information: Impact factor 5.837 (Q1, JCR 2020)

白井さん、高野さんの論文がJOC誌に掲載決定！

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Divergent synthesis of methylene lactone- and methylene lactam-based spiro compounds; Utility of amido-functionalized γ-hydroxylactam as a precursor for cytotoxic N,O– and N,N-spiro compounds
Tetsuya Sengoku, Anna Shirai, Ayaka Takano, Toshiyasu Inuzuka, Masami Sakamoto, Masaki Takahashi and Hidemi Yoda
The Journal of Organic Chemistry,  2019, 84, 12532-12541. (DOI: 10.1021/acs.joc.9b02038)

Pharmaceutically attractive methylene lactone- and methylene lactam-based spiro compounds have been synthesized by employing amido-functionalized γ-hydroxylactam as a common intermediate.

Journal Information: Impact factor 4.335 (Q1, JCR 2019)

池田君、阿井君の論文がOrganic & Biomolecular Chemistry誌に掲載決定！

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Indium− and zinc−catalyzed enantioselective amide propargylation of aldehydes with stannylated allenyl amides
Tetsuya Sengoku, Ikuhei Ikeda, Keisuke Ai, Masaki Takahashi and Hidemi Yoda
Organic & Biomolecular Chemistry, 2019, 17, 2614-2618. (DOI: 10.1039/C9OB00040B)

A highly enantioselective allylation of aldehydes with newly prepared stannyl allenyl amides has been achieved using catalytic amounts of InCl3, ZnCl2 and a BINOL derivative.

Journal Information: Impact factor 3.412 (Q1, JCR 2019)

永井君の論文がSynlett誌に掲載決定！

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New synthetic methodology toward azaspiro-γ-lactones via oxidative C-H spirocyclization reaction
Tetsuya Sengoku, Yuichiro Nagai, Toshiyasu Inuzuka and Hidemi Yoda
Synlett, 2019, 30, 199-202. (DOI: 10.1055/s-0037-1611941)

The key C–H spirolactonization was accomplished by employing iodobenzene diacetate and potassium bromide to afford a variety of azaspiro-γ-lactones in high yields. 

Journal Information: Impact factor 2.369 (Q2, JCR 2017)

林君の論文がEJOC誌に掲載決定！

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Electrophilic amide allylation of 3-heterosubstituted oxindoles: a new route to spirocyclic 2-oxindole containing α-methylene-γ-butyrolactam structure
Tetsuya Sengoku, Daichi Hayashi, Masaki Takahashi and Hidemi Yoda
European Journal of Organic Chemistry, 2018, 1813-1820. (DOI: 10.1002/ejoc.201800084)

The key “electrophilic amide allylation” was accomplished by using acetoxy methacrylamides and tetrakis(triphenylphosphine)palladium as a catalyst, affording a variety of the amide allylated products in excellent yields.

Journal Information: Impact factor 2.834 (Q2, JCR 2016)

浅羽君、Luaさんの論文がJOC誌に掲載決定！

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Controllable monobromination of perylene ring system: synthesis of bay-functionalized perylene dyes
Masaki Takahashi, Kyohei Asaba, Trinh Thi Lua, Toshiyasu Inuzuka, Naohiro Uemura, Masami Sakamoto, Tetsuya Sengoku and Hidemi Yoda
The Journal of Organic Chemistry, 2018, 83, 624-631. (DOI: 10.1021/acs.joc.7b02540)

Practical synthesis of bay-monofunctionalized perylene dyes has been developed based on controllable NBS bromination of tetrabenzyl perylene-3,4,9,10-tetracarboxylate. The ability to perform the convenient and high-yielding synthesis highlights the potential utility of our multifunctional approach to access diverse range of new perylene systems.

Journal Information: Impact factor 4.849 (Q1, JCR 2016)

神谷君、川上さんの論文がEJOC誌に掲載決定！

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Use of β-Amido Allylboronate as a Nucleophilic Reagent in Catalytic Amide Allylation of N-Carbonyl Imides
Tetsuya Sengoku, Yuta Kamiya, Ai Kawakami, Masaki Takahashi and Hidemi Yoda
European Journal of Organic Chemistry, 2017, 6096-6098. (DOI: 10.1002/ejoc.201701112)

β-Amido allylboronates showed sufficient nucleophilicity toward imides in the presence of catalytic zinc bromide and basic additives, affording excellent yields of azaspiro-γ-lactones through a ring opening-reclosure process on a gram scale.

Journal Information: Impact factor 2.834 (Q2, JCR 2016)

杉山君、神谷君、前川君の論文がEJOC誌に掲載決定！

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Use of β-Amido Allylboronate as a Nucleophilic Reagent in Catalytic Enantioselective Addition to Isatins
Tetsuya Sengoku, Akihiro Sugiyama, Yuta Kamiya, Ryunosuke Maegawa, Masaki Takahashi and Hidemi Yoda
European Journal of Organic Chemistry, 2017, 1285-1288. (DOI: 10.1002/ejoc.201601612)

A new catalytic system that enables the enantioselective tin-free “amide allylation” of isatins is developed with the aid of a newly prepared (β-amidoallyl)boronate.

Journal Information: Impact factor 3.068 (Q2, JCR 2015)

小久保さんの論文がOBC誌に掲載決定！

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Indium-catalysed Amide Allylation of α-Iminoamide: Highly Enantioselective Synthesis of Amide Functionalised α-Methylene-γ-butyrolactams
Tetsuya Sengoku, Kana Kokubo, Masami Sakamoto, Masaki Takahashi and Hidemi Yoda
Organic & Biomolecular Chemistry, 2017, 15, 320-323. (DOI: 10.1039/C6OB02506D)

A highly enantioselective amide allylation of α-iminoamides has been achieved using catalytic amounts of InCl3, ZnCl2 and a BINOL derivative.

Journal Information: Impact factor 3.559 (Q1, JCR 2015)