Bloemendal, Victor; Sondag, D. (Daan); Elferink, H. (Hidde); Boltje, T.J. (Thomas); van Hest, Jan et. al. (2019): Data underlying the article: A Revised Modular Approach to (–)-trans-Δ8-THC and Derivatives Through Late-Stage Suzuki–Miyaura Cross-Coupling Reactions. Version 1. 4TU.ResearchData. dataset. https://doi.org/10.4121/uuid:cef2b72f-0e08-4f92-a700-6d3e098da134

Dataset

• Organic Chemistry

Cannabis derivatives, Cascade reactions, Heterocycles, Suzuki-Miyaura coupling, Tetrahydrocannabinol

CC0

• Catalyst Cascade Reactions in ‘One-Flow’ within a Compartmentalized, Green-Solvent ‘Digital Synthesis Machinery’ – End-to-End Green Process Design for Pharmaceuticals.

RefWorks, BibTeX, Reference Manager, Endnote, DataCite, NLM, DC, CFF

by Victor Bloemendal , D. (Daan) Sondag , H. (Hidde) Elferink , T.J. (Thomas) Boltje , Jan van Hest , F.P.J.T. (Floris) Rutjes

A revised modular approach to various synthetic (–)-trans-Δ8-THC derivatives through late-stage Suzuki–Miyaura cross-coupling reactions is disclosed. Ten derivatives were synthesized allowing both sp2- and sp3-hybridized cross-couplingpartners 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.

• 2019-10-14 first online, published, posted

4TU.Centre for Research Data

media types: application/pdf, application/x-rar-compressed, application/zip

• https://doi.org/10.1002/ejoc.201900059
• https://mestrelab.com/software/mnova/

• H2020-FETOPEN-2016- 2017, 737266

Radboud University, Institute for Molecules and Materials