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Volumn 15, Issue 31, 2009, Pages 7569-7577

Synthesis and EPR studies of 2′-deoxyuridines with alkynyl, rodlike linkages

Author keywords

Alkynes; Deoxyuridines; Electron delocalization; EPR spectroscopy; Furopyrimidine; Nucleosides

Indexed keywords

ALKYNES; DEOXYURIDINES; ELECTRON DELOCALIZATION; EPR SPECTROSCOPY; FUROPYRIMIDINE; NUCLEOSIDES;

EID: 67949107916     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200900481     Document Type: Article
Times cited : (13)

References (102)
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    • Synthesis of 5′-protected (acetyl or tert-butyldimethylsilyl) derivatives of 3 by the reaction of adequately protected 5-iodouridine with bis(tributylstannyl)acetylene has been reported in ref. [5]. For synthesis of the 4,4′-dimethoxytrityl derivative of 3, see ref. [6a].
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    • For examples of comparative studies of communication with the use of these fragments in organometallic systems, see reference [14 f
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    • 4.047(12)-4.078(12) Å as determined by X-ray structure of 3b: for detailed values see the Supporting Information.
    • 4.047(12)-4.078(12) Å as determined by X-ray structure of 3b: for detailed values see the Supporting Information.
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    • The comparison of 1H and 13CNMR signals for 5- alkynyl-2′-deoxyuridines is summarized in the Supporting Information of ref
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    • Chemical shifts for Cl′ and C4′ were assigned based on coupling constants. We attributed larger J(C.H) values of those close signals (168.1-178.4Hz vs. 145.1-153.2 Hz) to Cl′. HETCOR spectra for analogous compounds support this assignment, see: A. Sniady, A. Durham, M. S. Morreale. A. Marcinek. S. Szafert, T. Lis. K. R. Brzezinska. T. Iwasaki. T. Ohshima. K. Mashima. R. Dembinski, J. Org. Chem. 2008, 73, 5881-5889.
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