Selenium-controlled stereoselective synthesis of 2′-deoxynucleosides from glycals. A formal synthesis of AZT

Tetrahedron Letters

Volumn 34, Issue 17, 1993, Pages 2821-2822

  El Laghdach, Anas ^a   Díaz, Yolanda ^a   Castillón, Sergio ^a  

^a UNIVERSITAT ROVIRA I VIRGILI   (Spain)

Author keywords

2 Deoxynucleosides; glycals; stereoselective glycosylation

Indexed keywords

2' DEOXYNUCLEOSIDE; ZIDOVUDINE;

ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0027238676     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)73571-4     Document Type: Article

References (16)

1. Stereoselectivity in the coupling reaction between 2-phenylthio-2,3-dideoxyribose and silylated pyrimidine bases.
2. A highly stereoselective synthesis of anti-HIV 2',3'-dideoxy- and 2',3'-didehydro-2',3'-dideoxynucleosides
3. Enolate Claisen rearrangement of esters from furanoid and pyranoid glycals
4. Selenoxide elimination for the synthesis of unsaturated-sugar uracil nucleosides
5. Nucleic acid related compounds. 53. Synthesis and biological evaluation of 2′-deoxy-β-threo-pentofuranosyl nucleosides. "Reversion to starting alcohol" in Barton-type reductions of thionocarbonates
6. Nucleosides. V. The Monomesylates of 1-(2'-Deoxy-β-D-lyxofuranosyl)thymine1,2