A fully diastereoselective oxidation of a mesoionic dipole with triplet molecular oxygen

Author:

García de la Concepción Juan12345ORCID,Ávalos Martín12345ORCID,Jiménez José L.12345ORCID,Cintas Pedro12345ORCID,Light Mark E.678910ORCID

Affiliation:

1. Departamento de Química Orgánica e Inorgánica

2. Facultad de Ciencias-UEX

3. and IACYS-Unidad de Química Verde y Desarrollo Sostenible

4. 06006 Badajoz

5. Spain

6. Department of Chemistry

7. Faculty of Natural and Environmental Sciences

8. University of Southampton

9. Southampton SO17 1BJ

10. UK

Abstract

A metal-free oxidation of a mesoionic dipole with atmospheric oxygen triggers a complex cascade reaction through spin intercrossing, as supported by computation, and leading to polycycles with complete diastereoselection.

Funder

Junta de Extremadura

European Regional Development Fund

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference48 articles.

1. E. T. Denisov and I. B.Afanas'ev , Oxidation and Antioxidants in Organic Chemistry and Biology , CRC Press, Inc. , Boca Raton, FL , 2005

2. J. McMurry and T.Begley , The Organic Chemistry of Biological Pathways , Roberts & Co. Publishers , Engelwood, CO , 2005 , pp. 34–36 , 148–153

3. P. M. Dewick , Medicinal Natural Products , John Wiley & Sons, Inc. , New York , 2nd edn, 2002 , pp. 24–28

4. Free radical mechanisms in autoxidation processes

5. Autoxidation of nonane and decane: a product study

Cited by 2 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Oxidation and Reduction;Organic Reaction Mechanisms Series;2024-03-15

2. Type A mesoionic compounds (1980–2020);Advances in Heterocyclic Chemistry;2022

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