Synthesis of medium-bridged twisted lactams via cation-π control of the regiochemistry of the intramolecular Schmidt reaction

Journal of Organic Chemistry

Volumn 75, Issue 4, 2010, Pages 1235-1243

  Szostak, Michal ^a   Yao, Lei ^a   Aube, Jeffrey ^a  

^a UNIVERSITY OF KANSAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC GROUP; AROMATIC RINGS; AXIAL ORIENTATIONS; AZIDOHYDRIN; BICYCLIC SYSTEMS; C-C BONDS; CHEMICAL EQUATIONS; DIAZONIUM CATIONS; DIRECT ACCESS; EFFECT OF SUBSTITUTION; ELECTRON-RICH AROMATICS; ELECTRON-WITHDRAWING SUBSTITUENTS; LEWIS ACID; POSITIVELY CHARGED; REACTION PATHWAYS; REACTIVE CONFORMATION; REGIOCHEMISTRY; TWISTED AMIDES;

AMIDES; AROMATIC COMPOUNDS; AROMATIZATION; CHEMICAL BONDS; KETONES; POSITIVE IONS; SYNTHESIS (CHEMICAL);

REACTION INTERMEDIATES;

ALKYL GROUP; AMIDE; AROMATIC COMPOUND; AZIDE; BICYCLO COMPOUND; BRIDGED COMPOUND; CATION; DIAZONIUM COMPOUND; KETONE; KETONE DERIVATIVE; LACTAM DERIVATIVE; LEWIS ACID;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CONFORMATION; MOLECULAR INTERACTION; MOLECULAR STABILITY; REACTION ANALYSIS; SCHMIDT REACTION; STEREOCHEMISTRY; SYNTHESIS;

BICYCLO COMPOUNDS, HETEROCYCLIC; CATIONS; LACTAMS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 77249176584     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo902574m     Document Type: Article

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