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Volumn 49, Issue 49, 2008, Pages 6984-6987

Stereoselective synthesis of highly functionalised P-stereogenic nucleosides via palladium-catalysed P-C cross-coupling reactions

Author keywords

[No Author keywords available]

Indexed keywords

HALIDE; NUCLEOSIDE DERIVATIVE; OLIGONUCLEOTIDE; PALLADIUM; PHOSPHONIC ACID DERIVATIVE; VINYL DERIVATIVE;

EID: 54049150278     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.09.102     Document Type: Article
Times cited : (11)

References (45)
  • 3
    • 54049118091 scopus 로고    scopus 로고
    • The first antisense oligonucleotide therapeutic (Vitravene™), based upon a phosphorothioate internucleotide linkage, was approved by the FDA in August 1998 for treatment of CMV retinitis.
    • The first antisense oligonucleotide therapeutic (Vitravene™), based upon a phosphorothioate internucleotide linkage, was approved by the FDA in August 1998 for treatment of CMV retinitis.
  • 4
    • 0037062951 scopus 로고    scopus 로고
    • Hannon G. Nature 418 (2002) 244
    • (2002) Nature , vol.418 , pp. 244
    • Hannon, G.1
  • 38
    • 54049137286 scopus 로고    scopus 로고
    • note
    • For the synthesis of H-phosphonates, including the o-nitrobenzyl-substituted derivative 8d, using this method see Ref. 5b.
  • 41
    • 54049153965 scopus 로고    scopus 로고
    • note
    • It is important to note that no inversion occurs during this process, and the apparent change in absolute configuration is simply due to the order of the group priorities used in the CIP rules.
  • 42
    • 54049088630 scopus 로고    scopus 로고
    • note
    • Similar chromatographic mobility trends had been observed previously for P-stereogenic H-phosphonates. See Ref. 13.
  • 43
    • 33947295476 scopus 로고
    • NMR data previously had been used in a similar manner to assign configuration at phosphorus:
    • NMR data previously had been used in a similar manner to assign configuration at phosphorus:. Farnham W.B., Murray Jr. R.K., and Mislow K. J. Am. Chem. Soc. 92 (1970) 5809
    • (1970) J. Am. Chem. Soc. , vol.92 , pp. 5809
    • Farnham, W.B.1    Murray Jr., R.K.2    Mislow, K.3
  • 45
    • 54049091624 scopus 로고    scopus 로고
    • Fmoc-Arg(Pbf)-OH is commercially available; pbf = 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl.
    • Fmoc-Arg(Pbf)-OH is commercially available; pbf = 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.