Two-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel

Autor: Ravindra Kumar, Yoichi Hoshimoto, Eri Tamai, Masato Ohashi, Sensuke Ogoshi

Publikováno v: Nature Communications, Vol 8, Iss 1, Pp 1-7 (2017)

Tricyclic furanic compounds with multiple chiral centers are found in a variety of natural products. Here, the authors show a highly enantioselective nickel-catalyzed procedure to access tricyclic oxygen-containing scaffolds with five contiguous chir

Externí odkaz: https://doaj.org/article/3c787649d39c4ad8b5b8b89e6d424d32

CsF-Catalyzed Fluoroacylation of Tetrafluoroethylene Using Acyl Fluorides for the Synthesis of Pentafluoroethyl Ketones

Autor: Hiroaki Iwamoto, Denise Eimi Sunagawa, Masato Ohashi, Naoyoshi Ishida, Sensuke Ogoshi

Publikováno v: Synthesis. 53:3137-3143

A catalytic method for the synthesis of pentafluoroethyl ketones­ has been developed. The cesium fluoride catalyst can be used to convert acyl fluorides into the pentafluoroethyl ketones under tetrafluoroethylene pressure without generating stoichio

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::ba110c2dae3914d83e794064e16f9414
https://doi.org/10.1055/s-0040-1705962

Copper(I)-mediated C–N/C–C Bond-forming Reaction with Tetrafluoroethylene for the Synthesis of N-Fluoroalkyl Heteroarenes via an Azacupration/Coupling Mechanism

Autor: Hiroaki Iwamoto, Sensuke Ogoshi, Masato Ohashi, Takuya Adachi, Naoyoshi Ishida

Publikováno v: Chemistry Letters. 50:442-444

A novel copper(I)-mediated C–N/C–C bond-forming reaction involving tetrafluoroethylene (TFE), imidazolide or benzimidazolide salts, and aryl iodides has been developed. This three-component couplin...

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::d38c8205e6e0ad3c8cb72491c1f50efe
https://doi.org/10.1246/cl.200903

Synthesis of Fluoroalkyl Sulfides via Additive-Free Hydrothiolation and Sequential Functionalization Reactions

Autor: Denise Eimi Sunagawa, Naoyoshi Ishida, Corinne Fruit, Masato Ohashi, Sensuke Ogoshi, Hiroaki Iwamoto

Publikováno v: Journal of Organic Chemistry
Journal of Organic Chemistry, American Chemical Society, 2021, 86 (8), pp.6015-6024. ⟨10.1021/acs.joc.1c00361⟩

A modular synthetic method, involving a hydrothiolation, silylation, and fluoroalkylation, for the construction of highly functionalized fluoroalkyl sulfides has been developed. The use of aprotic polar solvents enables the additive-free chemoselecti

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::92d71ce99077e51331e4d93bfc7b0373
https://hal.archives-ouvertes.fr/hal-03210289

Direct Transformation of Tetrafluoroethylene to Trifluorovinylzinc via sp

Autor: Kotaro, Kikushima, Yuusuke, Etou, Ryohei, Kamura, Ippei, Takeda, Hideki, Ito, Masato, Ohashi, Sensuke, Ogoshi

Publikováno v: Organic letters. 22(20)

Trifluorovinylzinc is a common synthetic intermediate for trifluorovinyl derivatives, including α,β,β-trifluorostyrenes and hexafluorobutadiene. Here, we report a novel synthetic approach for the formation of trifluorovinylzinc chloride via a C-F

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::d8e7aee177b792e206993f05925404fd
https://pubmed.ncbi.nlm.nih.gov/32991191