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Novel stereocontrolled syntheses of tashiromine and epitashiromine

A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring opening through ring C–C double bond and red...

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Detalles Bibliográficos
Autores principales: Kiss, Loránd, Forró, Enikő, Fülöp, Ferenc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4464356/
https://www.ncbi.nlm.nih.gov/pubmed/26124861
http://dx.doi.org/10.3762/bjoc.11.66
Descripción
Sumario:A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring opening through ring C–C double bond and reductive ring-closure reactions of the cis- or trans-cyclooctene β-amino acids.