Matches in SemOpenAlex for { <https://semopenalex.org/work/W3195795833> ?p ?o ?g. }
- W3195795833 abstract "Reactions are described for complexes of the form WTp(NO)(PMe3)(η2-arene) and various amines, where the arene is benzene or benzene with an electron-withdrawing substituent (CF3, SO2Ph, SO2Me). The arene complex is first protonated to form an η2-arenium species, which then selectively adds the amine. The resulting η2-5-amino-1,3-cyclohexadiene complexes can then be subjected to the same sequence with a second nucleophile to form 3-aminocyclohexene complexes, where up to three stereocenters originate from the arene carbons. Alternatively, 1,3-cyclohexadiene complexes containing an ester group at the 5 position (also prepared from an arene) can be treated with acid followed by an amine to form trisubstituted 3-aminocyclohexenes. When the amine is primary, ring closure can occur to form a cis-fused bicyclic γ-lactam. Highly functionalized cyclohexenes can be liberated from the tungsten through oxidative decomplexation. The potential utility of this methodology is demonstrated in the synthesis of the alkaloid γ-lycorane. An enantioenriched synthesis of a lactam precursor to γ-lycorane is also described. This compound is prepared from an enantioenriched version of the tungsten benzene complex. Regio- and stereochemical assignments for the reported compounds are supported by detailed 2D-NMR analysis and 13 molecular structure determinations (SC-XRD)." @default.
- W3195795833 created "2021-08-30" @default.
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- W3195795833 date "2021-09-12" @default.
- W3195795833 modified "2023-10-13" @default.
- W3195795833 title "Hydroamination of Dihapto‐Coordinated Benzene and Diene Complexes of Tungsten: Fundamental Studies and the Synthesis of γ‐Lycorane" @default.
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- W3195795833 doi "https://doi.org/10.1002/hlca.202100103" @default.
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