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• W2334389172 endingPage "9646" @default.
• W2334389172 startingPage "9638" @default.
• W2334389172 abstract "The asymmetric 1,3-dipolar cycloaddition reaction of C,N-cyclic azomethine imines with small unsaturated nitriles using a dicationic Ni(II) complex containing the chiral triphosphine ligand bis{(R)-1-[(Sp)-2-(diphenylphosphino)ferrocenyl]ethyl}cyclohexylphosphine [(R,Sp)-Pigiphos] as a catalyst has been developed. A variety of new chiral cyanopyrazolidines were obtained regio- and diastereoselectively in good to excellent yields with moderate to excellent enantioselectivities. Thus, N-benzoylimino-3,4-dihydro-6-methylisoquinolinium betaine (1a) reacts at RT with acrylonitrile in the presence of 1–5 mol % catalyst to afford 3,4-trans-1-benzoyl-4-cyano-2,3-(tetrahydroisoquinoline)tetrahydropyrazole (2a) in up to 84% yield and 98% ee. The regio- and stereoselectivity were confirmed in the case of compound 2a and 3,4-trans-1-benzoyl-4-cyano-2,3-(6-bromotetrahydroisoquinoline)tetrahydropyrazole (2e) by X-ray crystallography." @default.
• W2334389172 created "2016-06-24" @default.
• W2334389172 creator A5029976870 @default.
• W2334389172 creator A5039255382 @default.
• W2334389172 date "2013-09-16" @default.
• W2334389172 modified "2023-10-09" @default.
• W2334389172 title "Enantioselective 1,3-Dipolar Cycloaddition of <i>C</i>,<i>N</i>-Cyclic Azomethine Imines to Unsaturated Nitriles Catalyzed by Ni^II–Pigiphos" @default.
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• W2334389172 doi "https://doi.org/10.1021/jo401247d" @default.
• W2334389172 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/24007275" @default.
• W2334389172 hasPublicationYear "2013" @default.
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