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Unexplored Nucleophilic Ring Opening of Aziridines†
Instituto de Reconocimiento Molecular y Desarrollo Tecnológico (IDM), Centro Mixto Universidad Politécnica de Valencia, Universidad de Valencia, 46100 Burjassot, Spain
Department de Organic Chemistry, Universitat de València, Dr. Moliner 50, 46100 Burjassot, Spain
† Dedicated to Professor Carmen Nájera on occasion of her 60th birthday.
* Author to whom correspondence should be addressed.
Received: 24 November 2010; in revised form: 1 December 2010 / Accepted: 6 December 2010 / Published: 10 December 2010
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
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MDPI and ACS Style
Costero, A.M.; Gil, S.; Parra, M.; Rodríguez, P. Unexplored Nucleophilic Ring Opening of Aziridines. Molecules 2010, 15, 9135-9144.
Costero AM, Gil S, Parra M, Rodríguez P. Unexplored Nucleophilic Ring Opening of Aziridines. Molecules. 2010; 15(12):9135-9144.
Costero, Ana María; Gil, Salvador; Parra, Margarita; Rodríguez, Pablo. 2010. "Unexplored Nucleophilic Ring Opening of Aziridines." Molecules 15, no. 12: 9135-9144.