Inverse Electron Demand Diels−Alder Reactions:  Cycloaddition of Enol Ethers and Enamines with 4-Substituted 6-Nitrobenzofuroxans and a Nitroethylene Model. Anab Initioand Semiempirical Theoretical Study

1997 ◽  
Vol 62 (25) ◽  
pp. 8687-8692 ◽  
Author(s):  
Sylvie Pugnaud ◽  
Daniel Masure ◽  
Jean-Claude Hallé ◽  
Patrick Chaquin
Keyword(s):  
Theoretical Study ◽  
Diels Alder ◽  
Enol Ethers ◽  
Inverse Electron Demand ◽  
Electron Demand

ChemInform Abstract: Inverse-Electron-Demand Diels-Alder Reactions of Masked o-Benzoquinones with Enol Ethers and Styrene.

ChemInform ◽  
2001 ◽  
Vol 32 (19) ◽  
pp. no-no
Author(s):  
Shih-Yu Gao ◽  
San Ko ◽  
Yen-Lin Lin ◽  
Rama Krishna Peddinti ◽  
Chun-Chen Liao
Keyword(s):  
Diels Alder ◽  
Enol Ethers ◽  
Inverse Electron Demand ◽  
Electron Demand

Diels−Alder Reactions of Maskedo-Benzoquinones:  New Experimental Findings and a Theoretical Study of the Inverse Electron Demand Case⊥

2004 ◽  
Vol 69 (7) ◽  
pp. 2348-2354 ◽  
Author(s):  
Odón Arjona ◽  
Rocío Medel ◽  
Joaquín Plumet ◽  
Rafael Herrera ◽  
Hugo A. Jiménez-Vázquez ◽  
...  
Keyword(s):  
Theoretical Study ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Experimental Findings ◽  
Electron Demand

The catalytic asymmetric synthesis of tetrahydropyridazines via inverse electron-demand aza-Diels–Alder reaction of enol ethers with azoalkenes

2015 ◽  
Vol 51 (84) ◽  
pp. 15374-15377 ◽  
Author(s):  
Liang Wei ◽  
Chun-Jiang Wang
Keyword(s):  
Asymmetric Synthesis ◽  
Good Yield ◽  
Alder Reaction ◽  
Diels Alder ◽  
Enol Ethers ◽  
Inverse Electron Demand ◽  
Catalytic Asymmetric Synthesis ◽  
Diels Alder Reaction ◽  
Catalytic Asymmetric ◽  
Electron Demand

A highly efficient catalytic asymmetric IEDDA reaction of azoalkenes with enol ethers is reported. This methodology provides a facile entry to biologically important tetrahydropyridazines in good yield with good to excellent ee.

Étude DFT des réactions de cycloaddition de type Diels–Alder sur le 4-aza-6-nitrobenzofuroxane

2007 ◽  
Vol 85 (5) ◽  
pp. 331-335 ◽  
Author(s):  
Sameh Ayadi ◽  
Manef Abderrabba
Keyword(s):  
Theoretical Study ◽  
Dft Method ◽  
Diels Alder ◽  
Point Of View ◽  
Activation Barriers ◽  
Inverse Electron Demand ◽  
Electron Demand

The purpose of this work is a theoretical study of Diels–Alder reactions between the 4-aza-6-nitrobenzofuroxan 1 with a series of dienophiles 3a–3c. From a thermodynamic and orbital point of view, we discuss the reactivity and the stereoselectivty of these reactions. Activation barriers in the Diels-Alder reactions of compound 1 with a series of dienophiles 3a–3c have been calculated and discussed.Key words: inverse electron demand Diels–Alder (IEDDA), DFT method, 4-aza-6-nitrobenzofuroxane.

Theoretical study of the BINOL–zinc complex-catalyzed asymmetric inverse-electron-demand imino Diels–Alder reaction: mechanism and stereochemistry

RSC Advances ◽  
2015 ◽  
Vol 5 (113) ◽  
pp. 93318-93330 ◽  
Author(s):  
Weiyi Li ◽  
Na Yang ◽  
Yajing Lv
Keyword(s):  
Reaction Mechanism ◽  
Zinc Complex ◽  
Theoretical Study ◽  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

The enantioselectivity originates from the hindrance of a BINOL ligand, and the exo-selectivity is achieved by the favored electrophilic/nucleophilic interaction.

Inverse-electron-demand Diels–Alder reactions of masked o-benzoquinones with enol ethers and styrene

Tetrahedron ◽  
2001 ◽  
Vol 57 (2) ◽  
pp. 297-308 ◽  
Author(s):  
Shih-Yu Gao ◽  
San Ko ◽  
Yen-Lin Lin ◽  
Rama Krishna Peddinti ◽  
Chun-Chen Liao
Keyword(s):  
Diels Alder ◽  
Enol Ethers ◽  
Inverse Electron Demand ◽  
Electron Demand
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