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Volumn 6, Issue 16, 2004, Pages 2645-2648

Novel stereoselective entry to 2′-β-carbon-substituted 2′-deoxy-4′-thionucleosides from 4-thiofuranoid glycals

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; FURAN DERIVATIVE; NUCLEOSIDE;

EID: 4344692335     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol040035u     Document Type: Article
Times cited : (21)

References (13)
  • 3
    • 0015692518 scopus 로고
    • (b) Ho, W. D. H. Cancer. Res. 1973, 33, 2816-2820.
    • (1973) Cancer Res. , vol.33 , pp. 2816-2820
    • Ho, W.D.H.1
  • 7
    • 0033745425 scopus 로고    scopus 로고
    • For a review, see: Yokoyama, M. Synthesis 2000, 1637-1655.
    • (2000) Synthesis , pp. 1637-1655
    • Yokoyama, M.1
  • 8
    • 0031098706 scopus 로고    scopus 로고
    • 2′-β-Methyl-2′-deoxy-4′-thiouridine and -thymidine have been synthesized by Vorbrüggen-type condensation. In this case, due to the steric hindrance exerted by the 2′-β-methyl substituent, the undesired α-anomers were obtained as the major products: Uenishi, J. J. Synth. Org. Chem. Jpn. 1997, 55, 186-195.
    • (1997) J. Synth. Org. Chem. Jpn. , vol.55 , pp. 186-195
    • Uenishi, J.1
  • 12
    • 4344595028 scopus 로고    scopus 로고
    • note
    • We expected that the use of 3,5-O-(di-tert-butylsilylene)-protected 4-thiofuranoid glycal 7 would give better stereoselectivity in the glycosidation step. However, the Cl-chlorinated product derived from 7 was found to be unstable.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.