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

Stephenson, G. Richard ORCID: https://orcid.org/0000-0003-1487-9178, Anson, Christopher E., Malkov, Andrei V. and Roe, Caroline (2012) Influencing the balance between ipso and ω nucleophile addition to (1-arylcyclohexadienyl)iron intermediates in alkaloid synthesis. European Journal of Organic Chemistry, 2012 (25). pp. 4716-4732. ISSN 1099-0690

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Abstract

(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.

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Chemistry
Depositing User:	Users 2731 not found.
Date Deposited:	14 Nov 2012 13:37
Last Modified:	09 Nov 2022 11:30
URI:	https://ueaeprints.uea.ac.uk/id/eprint/40099
DOI:	10.1002/ejoc.201200687

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