Journal
SYNTHESIS-STUTTGART
Volume 50, Issue 2, Pages 314-322Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1590918
Keywords
organocatalysis; domino reaction; enantioselectivity; heterocycles; Michael addition
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Funding
- Estonian Ministry of Education and Research [IUT19-32, IUT19-9, IUT23-7, PUT1468, PUT692]
- Centre of Excellence in Molecular Cell Engineering [2014-2020.4.01.15-0013]
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An enantio- and regioselective organocatalytic cascade starting from isatin has been disclosed to construct tetrahydrofuranyl spirooxindoles in high yields and stereoselectivities. Also, a triple cascade leading to the pentacyclic compound with two quaternary and a tertiary stereocenter is described. The reactions were catalyzed by cinchonine-based thiourea.
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