o-Fluoranil: Stereochemistry and mechanism of its Diels-Alder reactions

Journal of Organic Chemistry

Volumn 74, Issue 20, 2009, Pages 7804-7811

  Lemal, David M ^a   Sang, Dayong ^a   Ramanathan, Sudharsanam ^a  

^a Lamont Doherty Earth Observatory   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL EQUATIONS; DIELS-ALDER REACTION; HYBRID DENSITY FUNCTIONAL CALCULATIONS; ORBITAL INTERACTION; STERIC EFFECT; STERIC HINDRANCES; TRANSITION STATE;

OXYGEN; STEREOCHEMISTRY;

CHEMICAL REACTIONS;

CARBON; FLUORANIL; OXYGEN; QUINONE DERIVATIVE;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CYCLOADDITION; DIELS ALDER REACTION; HYBRID; PHASE TRANSITION; PRESERVATION; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 70349857664     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9015562     Document Type: Article

References (13)

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3. Jaguar, version 7.0; Schrodinger, LLC: New York, 2007. Frequency calculations carried out on all transition states found a single negative frequency corresponding to motion along the reaction coordinate. Except where a larger basis set is indicated, calculations were performed at the B3LYP/6-31G** level of theory.
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8. An irc calculation for the endo transition structure smoothly connected starting materials with the adduct.
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11. Shteingarts, V. D.; Budnik, A. G.; Yakobson, G. G.; Vorozhtsov, N. N., Jr. Zh. Obsh. Khim. 1967, 37, 1537.
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