Concerted and stepwise mechanisms in the Diels-Alder and Michael reactions of furans with methyl 3-nitroacrylate - Experimental and theoretical studies

Canadian Journal of Chemistry

Volumn 84, Issue 3, 2006, Pages 392-406

  Itoh, Kuniaki ^a   Kitoh, Kazue ^a   Kishimoto, Shigehisa ^a  

^a KOBE UNIVERSITY   (Japan)

Author keywords

Density functional method; Diels Alder reactions; Furan; Michael reactions; Retro Diels Alder reactions; Solvent effect

Indexed keywords

ACTIVATION ENERGY; ADDITION REACTIONS; MOLECULAR STRUCTURE; ORGANIC COMPOUNDS; PROBABILITY DENSITY FUNCTION; SOLVENTS;

DENSITY FUNCTIONAL METHOD; DIELS-ALDER REACTIONS; FURAN; MICHAEL REACTIONS; RETRO-DIELS-ALDER REACTIONS; SOLVENT EFFECT;

FURAN RESINS;

2 METHOXYFURAN; 2 METHYLFURAN; ACRYLIC ACID DERIVATIVE; AMPHOLYTE; CARBOXYLIC ACID DERIVATIVE; FURAN; FURAN DERIVATIVE; METHYL 2 [2 (5 METHYLFURANYL)] 3 NITROPROPYLCARBOXYLATE; METHYL 3 NITROACRYLATE; METHYL 5 ENDO NITRO 7 OXABICYCLO[2.2.1]HEPT 2 ENE 6 EXO CARBOXYLATE; METHYL 6 ENDO NITRO 7 OXABICYCLO[2.2.1]HEPT 2 ENE 1 METHYL 5 EXO CARBOXYLATE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; DIELS ALDER REACTION; MICHAEL ADDITION; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; REACTION TIME; SOLVENT EFFECT; STEREOCHEMISTRY;

EID: 33745698416     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/V06-013     Document Type: Article

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