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Synthesis 1996; 1996(6): 726-730
DOI: 10.1055/s-1996-4282
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Palladium-Catalyzed Cross Coupling of 7-Iodo-2’-deoxytubercidin with Terminal Alkynes

Frank Seela* , Matthias Zulauf
  • *Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany, Fax +49(541)9692370
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Publication Date:
31 December 2000 (online)

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The 7-alkynyl-2’-deoxytubercidins (7-deaza-2’-deoxyadenosines) 7-17 have been prepared by the Pd(0)/Cu(I)-catalyzed cross coupling of 7-iodo-2’-deoxytubercidin (2d) with terminal alkynes. The coupling products include 17α-ethynyltestosterone and 17α-ethynylestradiol derivatives (16, 17).

cross-coupling reaction - tubercidin - glycosylation - nucleosides - DNA

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