Catalytic asymmetric alkylation reactions for the construction of protected ethylene-amino and propylene-amino motifs attached to quaternary stereocentres.

Journal article

An efficient catalytic and stereoselective method for the direct construction of protected ethylene-amino and propylene-amino scaffolds attached to quaternary stereocentres is reported. Preliminary investigations revealed a mild base catalysed nucleophilic ring opening of N-sulfonyl aziridines using the commercially available phosphazene base 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine (BEMP) was possible and resulted in highly efficient alkylation reactions ...

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Authors: Moss, T; Barber, D; Kyle, A; Dixon, D

• Publication status: Published
• Journal: Chemistry (Weinheim an der Bergstrasse, Germany)
• Volume: 19
• Issue: 9
• Pages: 3071-3081
• Publication date: 2013-02-01
• DOI: 10.1002/chem.201203825
• EISSN: 1521-3765
• ISSN: 0947-6539
• Language: English
• Keywords: Catalysis; Stereoisomerism; Ethylenes; Diethylamines; Amines; Alkenes; Alkylation; Aziridines; Aza Compounds; Heterocyclic Compounds; Molecular Structure