Why nature eschews the concerted [2 + 2 + 2] cycloaddition of a nonconjugated cyanodiyne. Computational study of a pyridine synthesis involving an ene-diels-Alder-bimolecular hydrogen-transfer mechanism

Journal of Organic Chemistry

Volumn 77, Issue 3, 2012, Pages 1533-1538

  Lan, Yu ^a   Danheiser, Rick L ^b   Houk, K N ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

B3LYP DENSITY FUNCTIONAL; COMPUTATIONAL STUDIES; ENE REACTION; NONCONJUGATED; PYRIDINE SYNTHESIS; RATE DETERMINING STEP; THREE-STEP MECHANISM;

ACETYLENE; CYANIDES; CYCLOADDITION; HYDROGEN; PYRIDINE;

SYNTHESIS (CHEMICAL);

ALKYNE; HYDROGEN; NITRILE; PYRIDINE;

ARTICLE; BIOTRANSFORMATION; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CONJUGATION; CONTROLLED STUDY; CYCLOADDITION; DENSITY FUNCTIONAL THEORY; DIELS ALDER REACTION; ENTROPY; HYDROGENATION; PROTON TRANSPORT; STRUCTURE ANALYSIS; SYNTHESIS;

ALKYNES; CHEMISTRY TECHNIQUES, SYNTHETIC; HYDROGEN; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NITRILES; PYRIDINES; THERMODYNAMICS;

EID: 84856638193     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo202424n     Document Type: Article

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