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

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

doi:10.3762/bjoc.13.98

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

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

Research output: Contribution to journal › Journal article › Research › peer-review

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Abstract

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 language	English
Journal	Beilstein Journal of Organic Chemistry
Volume	13
Pages (from-to)	988-994
Number of pages	7
ISSN	2195-951X
DOIs	https://doi.org/10.3762/bjoc.13.98
Publication status	Published - 2017

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10.3762/bjoc.13.98Licence: CC BY

A strategic approach to 6,6 bicyclic lactonesFinal published version, 618 KBLicence: CC BY

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A strategic approach to [6,6]-bicyclic lactones : application towards the CD fragment of DHβE. / Jepsen, Tue Heesgaard; Glibstrup, Emil; Crestey, Francois Louis Jean; Jensen, Anders A.; Kristensen, Jesper Langgaard.

In: Beilstein Journal of Organic Chemistry, Vol. 13, 2017, p. 988-994.

Research output: Contribution to journal › Journal article › Research › peer-review

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