Next Article in Journal
Antioxidant Activities of Total Phenols of Prunella vulgaris L. in Vitro and in Tumor-bearing Mice
Previous Article in Journal
Experimental Models for Assaying Microvascular Endothelial Cell Pathophysiology in Stroke
Molecules 2010, 15(12), 9135-9144; doi:10.3390/molecules15129135

Unexplored Nucleophilic Ring Opening of Aziridines

1,2,*  and 2
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 / Revised: 1 December 2010 / Accepted: 6 December 2010 / Published: 10 December 2010
Download PDF [279 KB, uploaded 18 June 2014]


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.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
MDPI and ACS Style

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

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert