Revisiting oxime–nitrone tautomerism. Evidence of nitrone tautomer participation in oxime nucleophilic addition reactions-Reference-Cited by-同舟云学术

Revisiting oxime–nitrone tautomerism. Evidence of nitrone tautomer participation in oxime nucleophilic addition reactions

Published:2016 Issue:26 Volume:6 Page:22161-22173
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Roca-López David¹²³⁴⁵,Darù Andrea¹²³⁴⁵,Tejero Tomás¹²³⁴⁵,Merino Pedro¹²³⁴⁵

Affiliation:

1. Laboratorio de Síntesis Asimétrica

2. Departamento de Síntesis y Estructura de Biomoléculas

3. Instituto de Síntesis Química y Catálisis Homogénea (ISQCH)

4. Universidad de Zaragoza

5. CSIC

Abstract

Oxime–nitrone tautomerism takes place through a biomolecular mechanism. Participation of nitrone tautomer in nucleophilic addition reactions is evidenced by the first time.

Funder

Secretaría de Estado de Investigación, Desarrollo e Innovación

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2016/RA/C6RA02638A

Reference90 articles.

1. On the loss of CH3˙ fromo-methylbenzaldoxime. Evidence for anortho assisted oxime→nitrone isomerization

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4. XY–ZH systems as potential 1,3-dipoles. Part 2. Oxime cycloadditions: formation of 2 : 1 adducts

5. Prototropic routes to 1,3- and 1,5-dipoles, and 1,2-ylides: applications to the synthesis of heterocyclic compounds

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