Enantioselective Total Syntheses of Preussomerins: Control of Spiroacetal Stereogenicity by Photochemical Reaction of a Naphthoquinone through 1,6‐Hydrogen Atom Transfer

We report the enantioselective total syntheses of preussomerins EG(1), EG(2), and EG(3). The key transformation is a stereospecific photochemical reaction involving 1,6‐hydrogen atom transfer to achieve retentive replacement of a C−H with a C−O bond, enabling otherwise‐difficult control of the spiro...

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Detalles Bibliográficos
Autores principales: Ando, Yoshio, Ogawa, Daichi, Ohmori, Ken, Suzuki, Keisuke
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10107447/
https://www.ncbi.nlm.nih.gov/pubmed/36446739
http://dx.doi.org/10.1002/anie.202213682
Descripción
Sumario:We report the enantioselective total syntheses of preussomerins EG(1), EG(2), and EG(3). The key transformation is a stereospecific photochemical reaction involving 1,6‐hydrogen atom transfer to achieve retentive replacement of a C−H with a C−O bond, enabling otherwise‐difficult control of the spiroacetal stereogenic center.

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