A strategic approach to [6,6]-bicyclic lactones: application towards the CD fragment of DHβE
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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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TY - JOUR
T1 - A strategic approach to [6,6]-bicyclic lactones
T2 - application towards the CD fragment of DHβE
AU - Jepsen, Tue Heesgaard
AU - Glibstrup, Emil
AU - Crestey, Francois Louis Jean
AU - Jensen, Anders A.
AU - Kristensen, Jesper Langgaard
PY - 2017
Y1 - 2017
N2 - 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.
AB - 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.
U2 - 10.3762/bjoc.13.98
DO - 10.3762/bjoc.13.98
M3 - Journal article
C2 - 28684978
VL - 13
SP - 988
EP - 994
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 2195-951X
ER -
ID: 178457431