2022年3月23–26日の日本化学会第102春季年会で、ポスター発表を行いました。
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AsianJOC誌に掲載決定！
Copper sulfate-catalyzed asymmetric 1,4-addition of amido-functionalized allylboronates to maleimides in water
Tetsuya Sengoku, Takuto Kajihara, Mari Inaba and Hidemi Yoda
Asian Journal of Organic Chemistry 2022, 11, e202100773. (DOI: 10.1002/ajoc.202100773)
A new application of amido-functionalized allylboronates to asymmetric 1,4-addition in water has been developed. Extremely high enantioselective 1,4-addition was achieved by employing N-mesityl maleimide as a substrate under CuSO4/bis(oxazoline) catalysis, affording the adduct with >99% ee.
有機合成化学協会誌に総合論文が掲載されました
アミド修飾したアリル化剤を利用するα-メチレン-γ-ブチロラクトンおよびα-メチレン-γ-ブチロラクタムの選択的合成
仙石哲也, 依田秀実
有機合成化学協会誌, 2021, 79, 829–838.
三好さん、津田さんの論文がTetrahedron誌に掲載決定！
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.
前川君、今村君、和田君の論文がAdv. Synth. & Catal.誌に掲載決定！
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%.
池田君、阿井君の論文がOrganic & Biomolecular Chemistry誌に掲載決定！
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.
中化連有機化学一般発表にて優秀賞を受賞
2018年11月13日 前川君が第49回中部化学関係学協会支部連合秋季大会有機化学一般研究発表にて優秀賞を受賞しました。 Read More
神谷君、川上さんの論文がEJOC誌に掲載決定！
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. ()
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！
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. ()
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！
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)