A Revised Modular Approach to (–)‐trans‐Δ(8)‐THC and Derivatives Through Late‐Stage Suzuki–Miyaura Cross‐Coupling Reactions

A revised modular approach to various synthetic (–)‐trans‐Δ(8)‐THC derivatives through late‐stage Suzuki–Miyaura cross‐coupling reactions is disclosed. Ten derivatives were synthesized allowing both sp(2)‐ and sp(3)‐hybridized cross‐coupling partners with minimal β‐hydride elimination. Importantly,...

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Detalles Bibliográficos
Autores principales: Bloemendal, Victor R. L. J., Sondag, Daan, Elferink, Hidde, Boltje, Thomas J., van Hest, Jan. C. M., Rutjes, Floris P. J. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6686972/
https://www.ncbi.nlm.nih.gov/pubmed/31423106
http://dx.doi.org/10.1002/ejoc.201900059
Descripción
Sumario:A revised modular approach to various synthetic (–)‐trans‐Δ(8)‐THC derivatives through late‐stage Suzuki–Miyaura cross‐coupling reactions is disclosed. Ten derivatives were synthesized allowing both sp(2)‐ and sp(3)‐hybridized cross‐coupling partners with minimal β‐hydride elimination. Importantly, we demonstrate that a para‐bromo‐substituted THC scaffold for Suzuki–Miyaura cross‐coupling reactions has been initially reported incorrectly in recent literature.

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