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
Article

Unexplored Nucleophilic Ring Opening of Aziridines

1,2
,
1,2
,
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]

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 (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
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

Comments

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