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Dr. Thomas A. Moss, David M. Barber, Andrew F. Kyle and Prof. Dr. Darren J. Dixon Catalytic Asymmetric Alkylation Reactions for the Construction of Protected Ethylene-Amino and Propylene-Amino Motifs Attached to Quaternary Stereocentres Chemistry - A European Journal 19

Article first published online: 17 JAN 2013 | DOI: 10.1002/chem.201203825

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Open sesame: The enantio- and diastereoselective nucleophilic ring opening of protected aziridines and cyclic sulfamidates using asymmetric phase-transfer catalysis (PTC) is reported. The ring-opening alkylation reactions create quaternary chiral centres containing ethylene- and propylene-amino motifs in good yields with good to excellent enantioselectivities (see scheme). These reactions are broad in scope and a wide range of pro-nucleophiles are tolerated.

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