Cannabidiol‐C4 1 (CBD‐C4, cannabidibutol) is a natural product that is present in the extracts of Cannabis. Its isolation has not been reported to date. The aim of the proposed synthesis is to secure the availability of the pure compound, its spectroscopic characterization, and to confirm its presence in low amounts in the extracts. The enantioselective total synthesis is based on a) the use 3,5‐dimetoxybenzaldehyde as starting material, b) Corey‐Bakshi‐Shibata reduction, c) Claisen‐Ireland rearrangement, d) ring‐closing metathesis, and e) completely not‐trivial demethylation induced by sodium ethanethiolate.
(−)‐Cannabidiol (CBD) is a non‐psychoactive compound that has already found many medical applications, from the treatment of epilepsy to other neurological disorders. (−)‐CBD is usually extracted from Cannabis Sativa, but unfortunately, its isolation among many other structurally related cannabinoids can be challenging. This, along with the increased demand for (−)‐CBD, prompted chemists to come up with synthetic strategies that could afford this cannabinoid in good yield and high enantiopurity. Herein, we aim to review the fundamental strategies employed in the stereoselective synthesis of (−)‐cannabidiol, spanning from classic approaches to automated ones, highlighting the challenges encountered in the total synthesis of this cannabinoid.
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