Diastereoselective Corey-Chaykovsky 9-epoxymethylation of cinchona alkaloids: Access to chiral scaffolds with diverse functionalities

Journal of Organic Chemistry

Volumn 78, Issue 9, 2013, Pages 4473-4482

  Boratyński, Przemysław J ^a   Skarzewski, Jacek ^a  

^a WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOIDS; DENSITY FUNCTIONAL THEORY; ISOMERS; KETONES; METABOLITES; SCAFFOLDS; STEREOSELECTIVITY;

CHIRAL SCAFFOLDS; CINCHONA ALKALOID; DFT CALCULATION; DIASTEREO-SELECTIVITY; DIASTEREOSELECTIVE; DIMETHYLSULFOXONIUM METHYLIDE; EPIMERIZATION; RING OPENING REACTION;

NITROGEN COMPOUNDS;

CINCHONA ALKALOID; CINCHONINE; DIMETHYLSULFOXONIUM METHYLIDE; EPOXIDE; NUCLEOPHILE; QUININE; SULFONIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BIOTRANSFORMATION; CHIRALITY; CONTROLLED STUDY; COREY CHAYKOVSKY REACTION; DENSITY FUNCTIONAL THEORY; DIASTEREOISOMER; DRUG SYNTHESIS; EPIMERIZATION; METHYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PURIFICATION; RING OPENING; STEREOCHEMISTRY; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

CINCHONA ALKALOIDS; EPOXY COMPOUNDS; METHYLATION; MODELS, MOLECULAR; MOLECULAR STRUCTURE; STEREOISOMERISM; SULFONIUM COMPOUNDS;

EID: 84877115441     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo400465a     Document Type: Article

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