Issue 34, 2013
From the journal:

Chemical Communications

δ-Unsaturated γ-amino acids: enantiodivergent synthesis and cell imaging studies†

Dnyaneshwar Kand,a   Dinesh Pratapsinh Chauhan,a   Mayurika Lahirib  and  Pinaki Talukdar*a  

* Corresponding authors

a Department of Chemistry, Mendeleev Block, Indian Institute of Science Education and Research Pune, India
E-mail: ptalukdar@iiserpune.ac.in
Fax: +91 20 2589 9790
Tel: +91 20 2590 8001

b Department of Biology, Indian Institute of Science Education and Research Pune, India
Fax: +91 20 2589 9790
Tel: +91 20 2590 8001

Abstract

Synthesis of both enantiomers of δ-unsaturated γ-amino acids via the enantiodivergent [3,3]-sigmatropic rearrangement strategy is reported. Excellent enantiomeric excess > 94% are observed in the strategy. Cell permeability of a fluorescent amino acid derivative is evaluated by live-cell imaging.

Graphical abstract: δ-Unsaturated γ-amino acids: enantiodivergent synthesis and cell imaging studies

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Article information

DOI
https://doi.org/10.1039/C3CC40824H
Article type
Communication
Submitted
31 Jan 2013
Accepted
08 Mar 2013
First published
14 Mar 2013

Chem. Commun., 2013,49, 3591-3593

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δ-Unsaturated γ-amino acids: enantiodivergent synthesis and cell imaging studies

D. Kand, D. P. Chauhan, M. Lahiri and P. Talukdar, Chem. Commun., 2013, 49, 3591 DOI: 10.1039/C3CC40824H

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