Intramolecular asymmetric Heck reactions: Evidence for dynamic kinetic resolution effects

McDermott, Michael C., Stephenson, G. Richard ORCID: https://orcid.org/0000-0003-1487-9178, Hughes, David L. and Walkington, Andrew J. (2006) Intramolecular asymmetric Heck reactions: Evidence for dynamic kinetic resolution effects. Organic Letters, 8 (14). pp. 2917-2920. ISSN 1523-7060

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Abstract

Enantioselectivity of the cyclization of 1 varies at different stages in the reaction. X-ray crystallography has shown that 1 exists as enantiomerically pure (M) and (P) chiral helical structures defined by the relative orientations of the arene, amide, and alkene. The relative rates of interconversion of the rotamers of 1 have been established, leading to mechanistic proposals to account for the variation of ee based on kinetic resolution effects.

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Chemistry (former - to 2024)
UEA Research Groups:	Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis (former - to 2025)
Depositing User:	Rachel Smith
Date Deposited:	08 Jun 2011 10:47
Last Modified:	18 Jun 2026 15:31
URI:	https://ueaeprints.uea.ac.uk/id/eprint/32009
DOI:	10.1021/ol0606132

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