TL誌に掲載決定!

Total synthesis and structural confirmation of (±)-spirocollequins A and B
Keita Ichikawa, Toshiyasu Inuzuka, Hidemi Yoda and Tetsuya Sengoku
Tetrahedron Letters 2022, 107, 154109. (DOI: 10.1016/j.tetlet.2022.154109)

The first total synthesis of antiplasmodial isoindolinone alkaloids, spirocollequins A and B, has been accomplished. The proposed structures of spirocollequins have been supported through the comparison of spectroscopic properties of the synthetic samples with those of natural products as well as single-crystal X-ray diffraction analysis using a synthetic precursor of spirocollequin B.

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.

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.

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.

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)

Publication (~2016)

*2008年以降の論文のタイトルは掲載論文webサイトにリンクしています。

  • Invited review for a special issue on “New aspects in natural product synthesis: methodology and strategy
    Evolution of the Total Syntheses of Batzellasides, the First Marine Piperidine Iminosugar.
    Tetsuya Sengoku, Jolanta Wierzejska, Masaki Takahashi and Hidemi Yoda, Natural Product Communications 2013, 8, 1011-1019.

  • Invited article for a special issue on “New aspects in natural product synthesis: methodology and strategy
    Synthetic approach toward α-aminomethyl-γ-butyrolactones from β-lactam synthons elaborated by SmI2-mediated reductive coupling reactions.
    Masaki Takahashi, Takahiro Sudo, Yusuke Murata, Tetsuya Sengoku and Hidemi Yoda, Natural Product Communications 2013, 8, 889-896.