Highly enantio- and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives
Artur Noole
Natalia S. Sucman
Mikhail A. Kabeshov
Tonis Kanger
Fliur Z. Macaev
Andrei Malkov
2134/15479
https://repository.lboro.ac.uk/articles/journal_contribution/Highly_enantio-_and_diastereoselective_generation_of_two_quaternary_centers_in_spirocyclopropanation_of_oxindole_derivatives/9394931
Spirocyclopropanes: only one out of eight possible stereoisomers was obtained in the asymmetric cascade cyclopropanation of alkylidene oxindoles with ethyl 2-chloroacetoacetate. Improved catalyst design ensured that spirocyclopropyl oxindoles featuring two quaternary centers were synthesized in high yield and high enantio-and diastereoselectivity.
2014-08-08 15:07:18
Catalysis
Asymmetric catalysis
Cascade reactions
Cyclization
Organocatalysis
Spiro compounds
Chemical Sciences not elsewhere classified