On the dual reactivity of a Janus-type mesoionic dipole: experiments and theoretical validation
Author:
Affiliation:
1. Departamento de Química Orgánica e Inorgánica
2. Facultad de Ciencias-UEX
3. IACYS-Unidad de Química Verde y Desarrollo Sostenible
4. E-06006 Badajoz
5. Spain
6. Department of Chemistry
7. University of Southampton
8. Southampton SO17 1BJ
9. UK
Abstract
A mesoionic bicycle, easily synthesized from a proteinogenic amino acid, l-leucine, behaves as both thiazolium-olate and diazolium-olate dipoles, as unveiled by its dipolar cycloadditions.
Funder
European Regional Development Fund
Publisher
Royal Society of Chemistry (RSC)
Subject
Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry
Link
http://pubs.rsc.org/en/content/articlepdf/2018/OB/C8OB01195H
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3. F. Tanaka and C. F.BarbasIII , in Enantioselective Organocatalysis: Reactions and Experimental Procedures , ed. P. I. Dalko , Wiley-VCH , Weinheim , 2007 , ch. 2, pp. 19–55
4. Orthogonal Reactivity of Acyl Azides in C–H Activation: Dichotomy between C–C and C–N Amidations Based on Catalyst Systems
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