Synthesis of Lundurines A-C highlighted in Synfacts
A paper publisehd by Prof. Echavarren research group in the Journal of the American chemical Society has been highlighted in Synfacts, vol 12, issue 6 (562). Synfacts selects the most significant results on synthetic organic chemistry that appear in the literature considered as the future trends in synthetic chemistry.
The paper describes the total synthesis of lundurines A–C that has been accomplished in racemic and enantiopure forms in 11–13 and 12–14 steps, respectively, without protection/deprotection of functional groups, by a novel tandem double condensation/Claisen rearrangement, a gold(I)-catalyzed alkyne hydroarylation, a cyclopropanation via formal [3 + 2] cycloaddition/nitrogen extrusion, and a remarkable olefin migration through a vinylcyclopropane retro-ene/ene reaction that streamlines the endgame.
Ref:
Concise Total Synthesis of Lundurines A-C Enabled by Gold Catalysis and a Homodienyl Retro-Ene/Ene Isomerization
M. S. Kirillova, M. E. Muratore, R. Dorel, A. M. Echavarren
J. Am. Chem. Soc., 2016, 138, 3671-3674
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24-10-2024 
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