A ring-closing metathesis based synthesis of bicyclic nucleosides locked in S-type conformations by hydroxyl functionalised 3′,4′-trans linkages

Tetrahedron

Volumn 60, Issue 17, 2004, Pages 3775-3786

  Freitag, Morten ^a   Thomasen, Helena ^a   Christensen, Nanna K ^a   Petersen, Michael ^a   Nielsen, Poul ^a  

^a UNIVERSITY OF SOUTHERN DENMARK   (Denmark)

Author keywords

Conformational restriction; Nucleosides; Ring closing metathesis; Stereoselective dihydroxylation

Indexed keywords

1 BENZYLOXY 6 BENZYLOXYMETHYL 3,4,5,9 TETRAHYDROXY 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NONANE; 1 BENZYLOXY 6 BENZYLOXYMETHYL 5,9 DIHYDROXY 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NON 3 ENE; 1,5,9 TRIHYDROXY 6 HYDROXYMETHYL 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NON 3 ENE; 5 BENZOYLOXY 1 BENZYLOXY 6 BENZYLOXYMETHYL 9 HYDROXY 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NON 3 ENE; 5 BENZOYLOXY 1,9 DIHYDROXY 6 HYDROXYMETHYL 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NON 3 ENE; 6 HYDROXYMETHYL 1,3,4,5,9 PENTAHYDROXY 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NONANE; 9 ACETYLOXY 5 BENZOYLOXY 1 BENZYLOXY 6 BENZYLOXYMETHYL 3,4 DIHYDROXY 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NONANE; 9 ACETYLOXY 5 BENZOYLOXY 1 BENZYLOXY 6 BENZYLOXYMETHYL 8 (THYMIN 1 YL) 7 OXABICYCLO[4.3.0]NON 3 ENE; ALKENE DERIVATIVE; ALLYL COMPOUND; GLUCOSE; HYDROXYL GROUP; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

AB INITIO CALCULATION; ARTICLE; DERIVATIZATION; DRUG CONFORMATION; DRUG STRUCTURE; GRIGNARD REACTION; HYDROXYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; RING CLOSING METATHESIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; TRANS ISOMER;

EID: 1842476004     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.03.019     Document Type: Article

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