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Highly enantio- and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives
journal contribution
posted on 2014-08-08, 15:07 authored by Artur Noole, Natalia S. Sucman, Mikhail A. Kabeshov, Tonis Kanger, Fliur Z. Macaev, Andrei MalkovAndrei MalkovSpirocyclopropanes: 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.
Funding
We thank RSC for the International Joint Project grant JP090309 and TUT for travel fellowiship to AN. We acknowledge COST-ORCA action (CM0905) for creating networking and exchange opportunities.
History
School
- Science
Department
- Chemistry
Published in
Chemistry - A European JournalVolume
18Issue
47Pages
14929 - 14933Citation
NOOLE, A. ... et al., 2012. Highly enantio- and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives. Chemistry: a European Journal, 18 (47), pp. 14929-14933.Publisher
© Wiley-VCHVersion
- AM (Accepted Manuscript)
Publication date
2012Notes
This is the peer reviewed version of the following article: NOOLE, A. ... et al., 2012. Highly enantio- and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives. Chemistry: a European Journal, 18 (47), pp. 14929-14933, which has been published in final form at: http://dx.doi.org/10.1002/chem.201203099.ISSN
0947-6539eISSN
1521-3765Publisher version
Language
- en
