Organic Letters
Organic Letters
5 years ago

Modular Approach to pseudo-Neoclerodanes as Designer κ-Opioid Ligands

Modular Approach to pseudo-Neoclerodanes as Designer κ-Opioid Ligands
Thomas E. Prisinzano, Samuel E. Williamson, Alexander M. Sherwood, Logan M. Abbott, Victor W. Day, Rachel S. Crowley
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02684

DOI: 10.1021/acs.orglett.7b02684

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