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Reversibility and reactivity in an acid catalyzed cyclocondensation to give furanochromanes – a reaction at the ‘oxonium-Prins’ vs. ‘ortho-quinone methide cycloaddition’ mechanistic nexus

Herein we report a combined experimental and computational investigation of the acid catalyzed cyclocondensation reaction between styrenyl homoallylic alcohols and salicylaldehyde to form furanochromanes. We disclose a previously unreported isomerisation of the ‘unnatural’ trans-fused products to th...

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Detalles Bibliográficos
Autores principales: Nielsen, Christian D.-T., Mooij, Wouter J., Sale, David, Rzepa, Henry S., Burés, Jordi, Spivey, Alan C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6334628/
https://www.ncbi.nlm.nih.gov/pubmed/30713643
http://dx.doi.org/10.1039/c8sc04302g