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Synfacts 2009(1): 0100-0100  
DOI: 10.1055/s-0028-1087423
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Aziridination of Enones

Contributor(s): Benjamin List, Kristina Zumbansen
F. Pesciaioli, F. De Vincentiis, P. Galzerano, G. Bencivenni, G. Bartoli, A. Mazzanti, P. Melchiorre*
Università di Bologna, Italy
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Publication History

Publication Date:
18 December 2008 (online)

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Significance

Melchiorre and co-workers report an asymmetric amine conjugate addition to enones that forms protected ketoaziridines with high stereoselectivities. Linear and cyclic α,β-unsaturated ketones undergo this reaction. Remarkable is the high enantioselectivity for cyclic ketones since a highly enantioselective aziridination of cyclic enones had not yet been described.