Planar chiral pseudo-isocoumarins by copper catalysed desymmetrisation

Wright, Adam J., McMartin, Fiona J., Dyer, Liam G., Sayer, Lloyd H., Bulman Page, Philip C. and Stephenson, G. Richard (2022) Planar chiral pseudo-isocoumarins by copper catalysed desymmetrisation. European Journal of Inorganic Chemistry, 2022 (12). ISSN 1434-1948

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Abstract

A new copper catalysed desymmetrisation reaction of bisalkynyl ferrocenecarboxylic acids results in the first asymmetric synthesis of planar chiral pseudo-isocoumarins in up to 64 % enantiomeric excess and up to 99 % yield. The absolute configuration of the chiral heterocycles is proven by chemical correlation and circular dichroism spectroscopy, opening the way for the rational extension of this method to produce bioactive isocoumarin-fused ferrocene derivatives.

Item Type: Article
Uncontrolled Keywords: asymmetric catalysis,asymmetric synthesis,chirality,circular dichroism,metallocenes,inorganic chemistry ,/dk/atira/pure/subjectarea/asjc/1600/1604
Faculty \ School: Faculty of Science > School of Chemistry
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Depositing User: LivePure Connector
Date Deposited: 21 Apr 2022 14:30
Last Modified: 02 Jun 2022 00:26
URI: https://ueaeprints.uea.ac.uk/id/eprint/84713
DOI: 10.1002/ejic.202100841

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