Conformationally gated fragmentations and rearrangements promoted by interception of the bergman cyclization through intramolecular H-abstraction: A possible mechanism of auto-resistance to natural enediyne antibiotics?

Journal of the American Chemical Society

Volumn 132, Issue 3, 2010, Pages 967-979

  Baroudi, Abdulkader ^a   Mauldin, Justin ^a   Alabugin, Igor V ^a  

^a FLORIDA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATIVE PATH; ANTITUMOR ANTIBIOTICS; BENZYNE; BERGMAN CYCLIZATION; BERGMAN CYCLOAROMATIZATION; CONFORMATIONAL CONTROL; CYCLOHEXADIENES; ENEDIYNES; GEM-DIMETHYL; H-ABSTRACTION; H-ATOM ABSTRACTION; HYDROGEN ATOMS; NEW APPROACHES; PLAUSIBLE MECHANISMS; REACTION CONDITIONS; STABLE RADICALS; SUBSTITUTION PATTERNS; THORPE-INGOLD EFFECT;

ABSTRACTING; ANTIBIOTICS; ATOMS; CARBOHYDRATES; CARBONYLATION;

CYCLIZATION;

1,4 CYCLOHEXADIENE; CARBOHYDRATE; ENEDIYNE; HYDROGEN;

AROMATIZATION; ARTICLE; CHEMICAL BOND; CONFORMATION; CYCLIZATION; DENSITY FUNCTIONAL THEORY; FRAGMENTATION REACTION; REACTION ANALYSIS;

ANTI-BACTERIAL AGENTS; COMPUTER SIMULATION; CYCLIZATION; ENEDIYNES; MODELS, CHEMICAL; MOLECULAR CONFORMATION;

EID: 76149095686     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja905100u     Document Type: Article

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