Desymmetric [3+3] Cyclization of p‑Quinamines for the Synthesis of 1,2,4-Oxadiazines and Hydroquinoxalines
General and efficient strategies for highly diastereoselective synthesis of divergent heterocyclic scaffolds through desymmetric [3+3] cycloaddition of p-quinamines with 1,3-dipole surrogates hydroximoyl halides and α-halohydroxamates have been developed. This synthetic protocol provided a variety o...
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Veröffentlicht in: | Organic letters 2024-03, Vol.26 (9), p.1770-1774 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | General and efficient strategies for highly diastereoselective synthesis of divergent heterocyclic scaffolds through desymmetric [3+3] cycloaddition of p-quinamines with 1,3-dipole surrogates hydroximoyl halides and α-halohydroxamates have been developed. This synthetic protocol provided a variety of heterocyclic architectures containing 1,2,4-oxadiazine and hydroquinoxaline skeletons in good yields with a wide substrate scope. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.3c04157 |