Vicinal Diamination of Alkenes under Rh-Catalysis

[Image: see text] The synthesis of 1,2-diamines has been achieved through a single-step, tandem sequence involving Rh-catalyzed aziridination followed by NaI-promoted rearrangement to an isomeric cyclic sulfamide. Facile ring opening of these products in hot water and pyridine affords differentially...

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Detalles Bibliográficos
Autores principales: Olson, David E., Su, Justin Y., Roberts, D. Allen, Du Bois, J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4183635/
https://www.ncbi.nlm.nih.gov/pubmed/25233140
http://dx.doi.org/10.1021/ja506532h
Descripción
Sumario:[Image: see text] The synthesis of 1,2-diamines has been achieved through a single-step, tandem sequence involving Rh-catalyzed aziridination followed by NaI-promoted rearrangement to an isomeric cyclic sulfamide. Facile ring opening of these products in hot water and pyridine affords differentially protected vicinal diamines. Demonstration of the utility of this method for the syntheses of (±)-enduracididine and (±)-allo-enduracididine is highlighted.

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