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Rate acceleration and diastereoselectivity in chelation-controlled indium-promoted Barbier allylation of pyridine-2- and quinoline-2-imines in aqueous solvents
Authors:Subodh Kumar  Pervinder Kaur
Institution:Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India
Abstract:The imines generated in situ from 2-pyridinecarboxaldehyde/2-quinolinecarboxaldehyde and aryl amines undergo indium-mediated Barbier allylation in aqueous media to provide homoallylic amines. Crotyl and cinnamyl bromides lead to diastereoselective allylation with d.r. up to 98:2.
Keywords:Indium  Imines  Aqueous solvent  Allylation  Diastereoselective
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