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Molecules 2010, 15(12), 9135-9144; doi:10.3390/molecules15129135
Article

Unexplored Nucleophilic Ring Opening of Aziridines

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Received: 24 November 2010 / Revised: 1 December 2010 / Accepted: 6 December 2010 / Published: 10 December 2010
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Abstract

The reactivity of dianions of carboxylic acids towards aziridines has been studied. Although, a similar reactivity to that of enolates from ketones, esters or amides has been observed, the method directly yields g-aminoacids in one step. The method is complementary of previous results of enenediolate reactivity with other electrophiles. A comparative study with the reactivity of this enediolates with epoxides is included.
Keywords: enediolate; regioselectivity; diastereoselectivity; aziridines; g-aminoacids enediolate; regioselectivity; diastereoselectivity; aziridines; g-aminoacids
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Costero, A.M.; Gil, S.; Parra, M.; Rodríguez, P. Unexplored Nucleophilic Ring Opening of Aziridines. Molecules 2010, 15, 9135-9144.

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