Detection of Isotopic Atropisomerism Based on ortho-H/D Discrimination

Autor: Kazuya Saito, Christian Roussel, Osamu Kitagawa, Yuuki Fujimoto, Shota Miwa, Asumi Iida, Elsa Caytan

Publikováno v: Organic Letters
Organic Letters, 2021, 23 (19), pp.7492-7496. ⟨10.1021/acs.orglett.1c02723⟩

International audience; Racemic and optically active 3-(2-deuteriophenyl)-2-(1-phenylpropan-2-yl)quinazoline-4-thiones were prepared. The nuclear magnetic resonance spectra clearly show that they exist as a 1:1 mixture of diastereomers due to the iso

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1e9cbd9de02c4acbeb03c0a3b0966401
https://doi.org/10.1021/acs.orglett.1c02723

N-C Axially Chiral Compounds with an ortho-Fluoro Substituent and Steric Discrimination between Hydrogen and Fluorine Atoms Based on a Diastereoselective Model Reaction

Autor: Christian Roussel, Daniel Farran, Asumi Iida, Mizuki Matsuoka, Nicolas Vanthuyne, Hiroshi Hasegawa, Osamu Kitagawa

Publikováno v: Journal of Organic Chemistry
Journal of Organic Chemistry, American Chemical Society, 2019, 84 (6), pp.3169-3175. ⟨10.1021/acs.joc.8b03043⟩
Journal of Organic Chemistry, 2019, 84 (6), pp.3169-3175. ⟨10.1021/acs.joc.8b03043⟩

International audience; The fluorine atom is the second smallest atom; nevertheless, the ortho-fluoro group may lead to stable N-aryl atropisomers when the steric demand of the flanking substituents is large enough. 2-Alkyl-3-(2-fluorophenyl)quinazol

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::de4d38e065619ddc35072a9ae2acb5db
https://pubmed.ncbi.nlm.nih.gov/30735620

α-Alkylation of N-C Axially Chiral Quinazolinone Derivatives Bearing Various ortho-Substituted Phenyl Groups: Relation between Diastereoselectivity and the ortho-Substituent.

Autor: Mizuki Matsuoka, Asumi Iida, Osamu Kitagawa

Publikováno v: Synlett; 2018, Vol. 29 Issue 16, p2126-2130, 5p