A DFT study of the role of the Lewis acid catalysts in the [3 + 2] cycloaddition reaction of the electrophilic nitrone isomer of methyl glyoxylate oxime with nucleophilic cyclopentene-Reference-Cited by-同舟云学术

A DFT study of the role of the Lewis acid catalysts in the [3 + 2] cycloaddition reaction of the electrophilic nitrone isomer of methyl glyoxylate oxime with nucleophilic cyclopentene

Published:2015 Issue:79 Volume:5 Page:64098-64105
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Nacereddine Abdelmalek Khorief¹²³⁴⁵,Layeb Hatem¹²³⁴⁵,Chafaa Fouad¹²³⁴⁵,Yahia Wassila¹²³⁴⁵,Djerourou Abdelhafid¹²³⁴⁵,Domingo Luis Ramon⁶⁷⁸⁹¹⁰

Affiliation:

1. Laboratoire de Synthèse et Biocatalyse Organique

2. Département de Chimie

3. Faculté des Sciences

4. Université Badji Mokhtar Annaba

5. 23000 Annaba

6. Unidad de Investigación Química Orgánica Teórica

7. Departamento de Química Orgánica

8. Universidad de Valencia

9. Valencia

10. Spain

Abstract

The mechanism and stereoselectivity of the BH₃-catalysed 32CA reaction between C-methoxycarbonyl nitrone and cyclopentene has been studied using MPWB1K/6-31G(d) computational level.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/RA/C5RA09139J

Reference47 articles.

1. A. Padwa , 1,3-Dipolar Cycloaddition Chemistry, ed. Wiley- Interscience, New York, NY, 1984

2. J. J. Tufariello , in 1,3-Dipolar cycloaddition chemistry, ed. A. Padwa, J. Wiley & Sons Inc., New York, 1984

3. Chemistry of Six-Membered Cyclic Oxime Ethers. Application in the Synthesis of Bioactive Compounds

4. Straightforward zinc-catalyzed transformation of aldehydes and hydroxylamine hydrochloride to nitriles

5. R. Huisgen , R.Grashey and J.Sauer, in The Chemistry of Alkenes, Interscience, New York, 1964

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