A strategic approach to [6,6]-bicyclic lactones: application towards the CD fragment of DHβE

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Tue Heesgaard Jepsen, Emil Glibstrup, Francois Louis Jean Crestey, Anders A. Jensen, Jesper Langgaard Kristensen

We report an effective synthetic protocol to access [6,6]-bicyclic lactone moieties through a regio- and stereoselective intramolecular Mizoroki–Heck cross-coupling reaction followed by a 6π-electrocyclization. This method enabled the first synthesis of the elusive CD fragment of the Erythrina alkaloid DHβE. Preliminary pharmacological evaluations support the notion that the key pharmacophores of DHβE are located in the A and B rings.
Original languageEnglish
JournalBeilstein Journal of Organic Chemistry
Volume13
Pages (from-to)988-994
Number of pages7
ISSN2195-951X
DOIs
Publication statusPublished - 2017

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