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Issue 115, 2015
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Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents

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Abstract

Ring opening of aziridinium ions with nitrogen nucleophiles was applied to the highly efficient synthesis of optically active vicinal diamines and diethylene triamine pentaacetic acid (DTPA) analogues as potential magnetic resonance imaging (MRI) contrast enhancement agents. The synthetic method features a column-free isolation of the regiospecific and stereospecific nucleophilic substitution products of enantiomerically enriched aziridinium ions in excellent yield.

Graphical abstract: Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents

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Supplementary files

Article information


Submitted
15 Jun 2015
Accepted
16 Oct 2015
First published
03 Nov 2015

RSC Adv., 2015,5, 94571-94581
Article type
Paper
Author version available

Application of aziridinium ring opening for preparation of optically active diamine and triamine analogues: highly efficient synthesis and evaluation of DTPA-based MRI contrast enhancement agents

X. Sun, Y. Chen, N. Wu, C. S. Kang, H. A. Song, S. Jin, Y. Fu, H. Bryant, J. A. Frank and H. Chong, RSC Adv., 2015, 5, 94571
DOI: 10.1039/C5RA11306G

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