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

Unexplored Nucleophilic Ring Opening of Aziridines†

Ana María Costero 1,2 email, Salvador Gil 1,2 email, Margarita Parra 1,2,* email and Pablo Rodríguez 2 email
1 Instituto de Reconocimiento Molecular y Desarrollo Tecnológico (IDM), Centro Mixto Universidad Politécnica de Valencia, Universidad de Valencia, 46100 Burjassot, Spain 2 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
PDF Full-text Download PDF Full-Text [279 KB, uploaded 10 December 2010 16:19 CET]
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

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

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

AMA Style

Costero AM, Gil S, Parra M, Rodríguez P. Unexplored Nucleophilic Ring Opening of Aziridines. Molecules. 2010; 15(12):9135-9144.

Chicago/Turabian Style

Costero, Ana María; Gil, Salvador; Parra, Margarita; Rodríguez, Pablo. 2010. "Unexplored Nucleophilic Ring Opening of Aziridines." Molecules 15, no. 12: 9135-9144.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert