A modular approach to aryl-C-ribonucleosides via the allylic substitution and ring-closing metathesis sequence. A stereocontrolled synthesis of all four α-/β- and D-/L-C-nucleoside stereoisomers

Journal of Organic Chemistry

Volumn 76, Issue 19, 2011, Pages 7781-7803

  Štambaský, Jan ^a,c   Kapras, Votěch ^a,d   Štefko, Martin ^b   Kysilka, Ondrej ^a   Hocek, Michal ^b   Malkov, Andrei V ^a,e   Kočovský, Pavel ^a  

^a UNIVERSITY OF GLASGOW   (United Kingdom)

^b INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

^c NovaEnergo Ltd   (Czech Republic)

^d CHARLES UNIVERSITY   (Czech Republic)

^e LOUGHBOROUGH UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ABSOLUTE CONFIGURATION; ALKOXIDES; ALLYLIC CARBONATES; ALLYLIC SUBSTITUTION; ANOMERICS; C-C BONDS; C-NUCLEOSIDES; DEPROTECTION; DIASTEREOSELECTIVE; DIHYDROXYLATION; ENANTIOPURE; MODULAR APPROACH; RING CLOSING METATHESIS; STEREOCONTROLLED SYNTHESIS;

CATALYSIS; ETHERS; IRIDIUM; RUTHENIUM COMPOUNDS; STEREOCHEMISTRY; SUBSTITUTION REACTIONS;

BIOMOLECULES;

ALPHA ARYL C NUCLEOSIDE; BETA ARYL C NUCLEOSIDE; DEXTRO C NUCLEOSIDE; IRIDIUM; LEVO C NUCLEOSIDE; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

ALLYLATION; ARTICLE; CATALYSIS; DEPROTECTION REACTION; DIHYDROXYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RING CLOSING METATHESIS; STEREOISOMERISM; SYNTHESIS;

ALKENES; CARBONATES; CATALYSIS; CHEMISTRY TECHNIQUES, SYNTHETIC; HYDROXYLATION; IRIDIUM; OXYGEN; RHODIUM; RIBONUCLEOSIDES; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

EID: 80054093959     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201110z     Document Type: Article

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