Cannabidiol (CBD), a prominent phytocannabinoid found in various Cannabis chemotypes, is under extensive investigation for its therapeutic potential. Moreover, because it is nonpsychoactive, it can also be utilized as a functional ingredient in foods and supplements in certain countries, depending on its legal status. From a chemical reactivity point of view, CBD can undergo conversion into different structurally related compounds both during storage and after the consumption of CBD-based products. The analytical determination of these compounds is of paramount concern due to potential toxicity and the risk of losing the active ingredient (CBD) title. Consequently, the complete stereoselective total synthesis of representative CBD-derived compounds has become a matter of great interest. The synthesis of pure CBD-derived compounds, achievable in a few synthetic steps, is essential for preparing analytical standards and facilitating biological studies. This paper details the transformation of the readily available CBD into Δ⁸-THC, Δ⁹-THC, Δ⁸-iso-THC, CBE, HCDN, CBDQ, Δ⁶-iso-CBD, and 1,8-cineol cannabinoid (CCB). The described protocols were executed without the extensive use of protecting groups, avoiding tedious purifications, and ensuring complete control over the structural features.

中文翻译：

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从 CBD 轻松便捷地合成大麻素

大麻二酚（CBD）是在各种大麻化学型中发现的一种重要的植物大麻素，其治疗潜力正在接受广泛的研究。此外，由于它不具有精神活性，因此在某些国家，根据其法律地位，它也可以用作食品和补充剂中的功能成分。从化学反应性的角度来看，CBD 在储存期间和消费基于 CBD 的产品后都可以转化为不同结构相关的化合物。由于潜在的毒性和失去活性成分 (CBD) 所有权的风险，这些化合物的分析测定至关重要。因此，代表性 CBD 衍生化合物的完全立体选择性全合成已成为人们极大的兴趣。通过几个合成步骤即可合成纯 CBD 衍生化合物，这对于准备分析标准品和促进生物学研究至关重要。本文详细介绍了将现成的 CBD 转化为 Δ ⁸ -THC、Δ ⁹ -THC、Δ ⁸ - iso -THC、CBE、HCDN、CBDQ、Δ ⁶ - iso -CBD 和 1,8-cineol 大麻素 (CCB) ）。所述方案的执行没有大量使用保护基团，避免了繁琐的纯化，并确保对结构特征的完全控制。