Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis
The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylati...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-11-01
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| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/28/22/7561 |
| _version_ | 1797458269880451072 |
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| author | Béatrice Quiclet-Sire Samir Z. Zard |
| author_facet | Béatrice Quiclet-Sire Samir Z. Zard |
| author_sort | Béatrice Quiclet-Sire |
| collection | DOAJ |
| description | The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented. |
| first_indexed | 2024-03-09T16:34:40Z |
| format | Article |
| id | doaj.art-ccc7232377c54bbb9ca44b4e22654f8c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T16:34:40Z |
| publishDate | 2023-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-ccc7232377c54bbb9ca44b4e22654f8c2023-11-24T14:58:14ZengMDPI AGMolecules1420-30492023-11-012822756110.3390/molecules28227561Some Aspects of α-(Acyloxy)alkyl Radicals in Organic SynthesisBéatrice Quiclet-Sire0Samir Z. Zard1Laboratoire de Synthèse Organique associé au C.N.R.S., UMR 7652, Ecole Polytechnique, 91128 Palaiseau, FranceLaboratoire de Synthèse Organique associé au C.N.R.S., UMR 7652, Ecole Polytechnique, 91128 Palaiseau, FranceThe preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented.https://www.mdpi.com/1420-3049/28/22/7561radical additionsxanthatesα-(acyloxy)alkyl radicalsenones |
| spellingShingle | Béatrice Quiclet-Sire Samir Z. Zard Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis Molecules radical additions xanthates α-(acyloxy)alkyl radicals enones |
| title | Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis |
| title_full | Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis |
| title_fullStr | Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis |
| title_full_unstemmed | Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis |
| title_short | Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis |
| title_sort | some aspects of α acyloxy alkyl radicals in organic synthesis |
| topic | radical additions xanthates α-(acyloxy)alkyl radicals enones |
| url | https://www.mdpi.com/1420-3049/28/22/7561 |
| work_keys_str_mv | AT beatricequicletsire someaspectsofaacyloxyalkylradicalsinorganicsynthesis AT samirzzard someaspectsofaacyloxyalkylradicalsinorganicsynthesis |