Modular Approach to pseudo-Neoclerodanes as Designer κ-Opioid Ligands.
Alexander M SherwoodSamuel E WilliamsonRachel S CrowleyLogan M AbbottVictor W DayThomas E PrisinzanoPublished in: Organic letters (2017)
Informed by previous semisynthetic work on salvinorin A, a modular total synthesis has been developed capable of producing novel compounds targeting the κ-opioid receptor. The strategy has permitted the deliberate simplification and introduction of functionality about the target molecule to provide access to molecular features on salvinorin A otherwise unattainable by semisynthesis. Using this approach, a potent pseudo-neoclerodane κ-opioid receptor ligand (2) has been realized.