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

作者：Jepsen Tue Heesgaard; Glibstrup Emil; Crestey Francois; Jensen Anders A; Kristensen Jesper Langgaard^*

来源：Beilstein Journal of Organic Chemistry, 2017, 13: 988-994.

DOI：10.3762/bjoc.13.98

• Dh beta E
• Mizoroki-Heck cross-coupling reaction
• 6 Pi-electrocyclization
• [6,6]-bicyclic lactone
• vinyl halide

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 6 pi-electrocyclization. This method enabled the first synthesis of the elusive CD fragment of the Erythrina alkaloid DH beta E. Preliminary pharmacological evaluations support the notion that the key pharmacophores of DH beta E are located in the A and B rings.

• 出版日期2017-5-22