Influencing the balance between ipso and ω nucleophile addition to (1-arylcyclohexadienyl)iron intermediates in alkaloid synthesis

G. Richard Stephenson, Christopher E. Anson, Andrei V. Malkov, Caroline Roe

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9 Citations (Scopus)


(1-Arylcyclohexadienyl)iron complexes are used in a synthesis of mesembrine and in an intramolecular spirocyclisation. Structural and spectroscopic data show that intermolecular ipso addition of nucleophiles is assisted by transfer of electron density from the arene to the metal complex, which occurs as the 1-aryldienyl structure flattens.
Original languageEnglish
Pages (from-to)4716-4732
Number of pages17
JournalEuropean Journal of Organic Chemistry
Issue number25
Publication statusPublished - 2012

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