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.

Journal Information: Impact factor 2.7 (Q2, JCR 2022)

小川君、岩間君の論文がChem.Commun.誌に掲載決定!

A heavy-metal-free desulfonylative Giese-type reaction of benzothiazole sulfones under visible-light conditions
Tetsuya Sengoku, Daichi Ogawa, Haruka Iwama, Toshiyasu Inuzuka and Hidemi Yoda
Chemical Communications, 202157, 9858–9861. (DOI: 10.1039/D1CC03833H) 

A heavy-metal-free desulfonylative Giese-type reaction has been achieved by using Hantzsch ester as a photoreductant under blue light.

Journal Information: Impact factor 6.065 (Q1, JCR 2021)

牧野君、飯島さんの論文がBeilsteinJOC誌に掲載決定!

Bifurcated synthesis of methylene-lactone- and methylene-lactam-fused spirolactams via electrophilic amide allylation of γ-phenylthio-functionalized γ-lactams
Tetsuya Sengoku, Koki Makino, Ayumi Iijima, Toshiyasu Inuzuka and Hidemi Yoda
Beilstein Journal of Organic Chemistry,  2020, 16, 2769–2775. (DOI: 10.3762/bjoc.16.227) 

New synthetic methods for spirolactams bearing an α-methylene-γ-butyrolactone or its analogous methylene-lactam have been developed.

Journal Information: Impact factor 2.883 (Q2, JCR 2020)

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.

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!

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, 2020362, 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!

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,  201984, 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!

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, 201917, 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!

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!

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)