Diversity oriented microwave-assisted synthesis of (-)-steganacin aza-analogues.
A novel microwave-assisted, highly efficient protocol for the synthesis of hitherto unknown aza-analogues of (-)-Steganacin, a naturally occurring bisbenzocyclooctadiene lignan lactone with potent antileukemic and tubulin polymerization inhibitory activity, has been developed. Focused microwave irradiation is demonstrated to be highly beneficial in promoting the three crucial steps of the sequence to effect the final ring closure: the Suzuki-Miyaura reaction, Cu-mediated A3-coupling, as well as the intramolecular Huisgen 1,3-dipolar cycloaddition.
Mont
Nuria
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Laboratory for Organic & Microwave-Assisted Chemistry, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, B-3001, Heverlee, Leuven, Belgium.
Mehta
Vaibhav Pravinchandra
VP
Appukkuttan
Prasad
P
Beryozkina
Tetyana
T
Toppet
Suzzane
S
Van Hecke
Kristof
K
Van Meervelt
Luc
L
Voet
Arnout
A
DeMaeyer
Marc
M
Van der Eycken
Erik
E