Journal
CHEMICAL COMMUNICATIONS
Volume -, Issue 18, Pages 2508-2510Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b822763b
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Funding
- Korea Science and Engineering Foundation [R01-2007-000-20037-0]
- Center for Bioactive Molecular Hybrides [KRF-2008-313-C00481]
- Fund for Scientific Research-Flanders (Belgium)'' (FWO-Vlaanderen), Belspro
- Ghent University (GOA)
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The ring opening of 2-substituted N,N-dibenzylaziridinium ions by bromide exclusively occurs at the substituted aziridine carbon atom in a stereospecific way, whereas the opposite regioselectivity was observed for hydride-induced ring opening at the unsubstituted position; furthermore, this unprecedented hydride-promoted reactivity was validated by means of Density Functional Theory (DFT) calculations.
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