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Ojo, O. Stephen, Hughes, David L. and Richards, Christopher J. 
ORCID: https://orcid.org/0000-0001-7899-4082
(2023)
An expedient copper-catalysed asymmetric synthesis of γ-lactones and γ-lactams. Application to the synthesis of lucidulactone A.
Organic and Biomolecular Chemistry, 21 (19).
pp. 4144-4149.
ISSN 1477-0520
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Abstract
The parent Josiphos ligand gave excellent ee values (95-99%) and good yields (60-97%) in the copper-catalysed asymmetric conjugate reduction of β-aryl α,β-unsaturated lactones and lactams with PMHS. The substrates were obtained from stereospecific copper-catalysed addition of arylboronic acids to alkynoates followed by deprotection and cyclisation. The acyclic lactam precursors also underwent reduction with good ee values (83-85%) and yields (79-95%). Application of this asymmetric reduction methodology included the synthesis of natural product lucidulactone A.
| Item Type: | Article |
|---|---|
| Additional Information: | Funding Information: The Leverhulme Trust (RPG-2018-270) (O. S. O.) is thanked for financial support. |
| Uncontrolled Keywords: | biochemistry,physical and theoretical chemistry,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303 |
| Faculty \ School: | Faculty of Science > School of Chemistry (former - to 2024) Faculty of Science > School of Chemistry, Pharmacy and Pharmacology |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 18 Nov 2024 15:30 |
| Last Modified: | 27 Nov 2024 10:45 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/97710 |
| DOI: | 10.1039/d3ob00563a |
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