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Synfacts 2006(6): 0616-0616  
DOI: 10.1055/s-2006-941785
Bioorganic Chemistry and Organocatalysis
© Georg Thieme Verlag Stuttgart · New York

Direct Nucleophilic Acylation of Nitroalkenes

Contributor(s): Benjamin List, Sebastian Hoffmann
A. E. Mattson, A. M. Zuhl, T. E. Reynolds, K. A. Scheidt*
Northwestern University, Evanston, USA
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Publikationsdatum:
19. Mai 2006 (online)

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Significance

This paper describes the first direct nucleophilic addition of a carbonyl group to nitro­alkenes, in which a fluoride source is used to generate a carbonyl anion equivalent in situ. The application of a thiourea additive at low temperatures leads to enhanced yields of the β-nitro ketones.