6298-96-0Relevant articles and documents
Reactivity of chiral exocyclic N-acyliminium ions with aromatic derivatives
Mecozzi, Tiziana,Petrini, Marino,Profeta, Roberto
, p. 1171 - 1178 (2003)
Chiral N-acyliminium ions obtained from optically active N-[1-(phenylsulfonyl)alkyl]oxazolidin-2-ones at low temperature in the presence of titanium tetrachloride react with electron-rich aromatic compounds to afford the corresponding adducts in good yields and variable diastereoselectivities. Chemoselective cleavage of the oxazolidin-2-one ring with lithium/ammonia affords the corresponding benzylamines in enantioenriched form. The utilization of 4-benzyloxazolidin-2-one as a chiral auxiliary leads to intramolecular cyclization with exclusive formation of one diastereomer. The obtained tricyclic derivatives possess the core structure of some aza analogs of the anticancer drug podophyllotoxin.
Catalytic asymmetric oxidative carbonylation-induced kinetic resolution of sterically hindered benzylamines to chiral isoindolinones
Mu, Qiu-Qi,Nie, Yi-Xue,Li, Hang,Bai, Xing-Feng,Liu, Xue-Wei,Xu, Zheng,Xu, Li-Wen
supporting information, p. 1778 - 1781 (2021/02/27)
A highly enantioselective kinetic resolution of sterically hindered benzylamines has been achieved for the first time through transition-metal-catalyzed oxidative carbonylation, in which the new KR strategy offered a new approach to afford chiral isoindolinones (er up to 97?:?3) and the origin of chemoselectivity and stereoselectivity was confirmed by density functional theory (DFT) calculations.
Rapid Synthesis of Primary Amines from Ketones using Choline Chloride/Urea Deep Eutectic as a Reaction Medium
Basso, Ernani A.,Fernandes, Cleverton de S.,Francisco, Camila B.,Gauze, Gisele de F.,Rittner, Roberto
, (2021/12/29)
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