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Volumn , Issue 9, 1999, Pages 2149-2157

Synthesis of enantiomerically pure 2',3',5'-trideoxy-4'- [(diethoxyphosphoryl)difluoromethyl]thymidine analogues

Author keywords

Asymmetric synthesis; Fluorine; Nucleotide analogues; Sulfoxides

Indexed keywords

ALCOHOL; ALKENE; KETONE; PHOSPHONIC ACID DERIVATIVE; PURINE NUCLEOSIDE DERIVATIVE; THYMIDINE DERIVATIVE;

EID: 0032830890     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1099-0690(199909)1999:9<2149::aid-ejoc2149>3.0.co;2-d     Document Type: Article
Times cited : (9)

References (46)
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    • note
    • [11a]
  • 31
    • 0002865952 scopus 로고
    • The difluorophosphonyl moiety can be affected by the basic reaction conditions required for the hydrogenolytic removal of the sulfonyl radical (P. J. Kocienski, Chem. Ind. 1981, 548-551). Moreover, the key control of the pH of the reaction medium by addition of disodium hydrogen phosphate failed for the substrates described here.
    • (1981) Chem. Ind. , pp. 548-551
    • Kocienski, P.J.1
  • 32
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    • For recent syntheses of fluorinated phosphonates, see: [14a]H. K. Nair, D. J. Burton, J. Am. Chem. Soc. 1997, 119, 9137-9143.
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    • note
    • CF = 2.5 and 2.7 Hz.
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    • note
    • 31P-NMR spectra superimposable on those of the major diastereomer of a 2:1 mixture of (25,3S)-and (2S,3R)-12 obtained by benzoylation of the thio alcohols (25,3S)-and (25,3R)-5 (2:1 ratio).
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    • Phosphoric acid derivatives
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    • R. S. Edmundson "Phosphoric Acid Derivatives", chap. 10., p. 1290, in D. Barton, W. D. Ollis "Comprehensive Organic Chemistry", vol. 2 (Ed.: I. O. Sutherland), Pergamon Press, Oxford, 1979.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.