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
Hauptverfasser: Wang, Xuerui, Ren, Weiwu
Format: Artikel
Sprache:eng
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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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c04157