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Total Synthesis of (−)-Secu’amamine A Exploiting Type II Anion Relay Chemistry

[Image: see text] A total synthesis of (−)-secu’amamine A has been achieved exploiting Type II Anion Relay Chemistry (ARC) to provide the full linear carbon and nitrogen skeleton in a single flask with the requisite stereochemistry and functionality. A mechanistic rationale is also proposed to accou...

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Detalles Bibliográficos
Autores principales: Han, Heeoon, Smith, Amos B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4633699/
https://www.ncbi.nlm.nih.gov/pubmed/26291547
http://dx.doi.org/10.1021/acs.orglett.5b02018
Descripción
Sumario:[Image: see text] A total synthesis of (−)-secu’amamine A has been achieved exploiting Type II Anion Relay Chemistry (ARC) to provide the full linear carbon and nitrogen skeleton in a single flask with the requisite stereochemistry and functionality. A mechanistic rationale is also proposed to account for the stereochemical outcome of the key aldol reaction leading to the advanced aza tricyclic core.