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Volumn 65, Issue 31, 2009, Pages 6017-6024

An alternative synthesis of Tamiflu®: a synthetic challenge and the identification of a ruthenium-catalyzed dihydroxylation route

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; AZIRIDINE; EPOXIDE; NUCLEOPHILE; OSELTAMIVIR; RUTHENIUM;

EID: 67649363486     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.05.077     Document Type: Article
Times cited : (31)

References (48)
  • 27
    • 67649370083 scopus 로고    scopus 로고
    • For reviews, see
    • For reviews, see:
  • 31
    • 35948981094 scopus 로고    scopus 로고
    • Many modified reagents to facilitate the purification of a targeted product have been reported. For a review, see:
    • Many modified reagents to facilitate the purification of a targeted product have been reported. For a review, see:. But T.Y.S., and Toy P.H. Chem. Asian J. 2 (2007) 1340
    • (2007) Chem. Asian J. , vol.2 , pp. 1340
    • But, T.Y.S.1    Toy, P.H.2
  • 33
    • 0038344236 scopus 로고    scopus 로고
    • 2 catalyst to an epoxide group was proposed.
    • 2 catalyst to an epoxide group was proposed. Molinaro C., and Jamison T.F. J. Am. Chem. Soc. 125 (2003) 8076
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8076
    • Molinaro, C.1    Jamison, T.F.2
  • 35
    • 67649317791 scopus 로고    scopus 로고
    • note
    • When using thionyl chloride, dimerization of the substrate predominantly occurred.
  • 36
    • 67649350429 scopus 로고    scopus 로고
    • note
    • 4b,d,e a cyano group was used as an ester equivalent, and these model substrates were synthesized from intermediates in those reports.
  • 43
    • 67649303900 scopus 로고    scopus 로고
    • note
    • Compound 39, which was synthesized by the reaction of a corresponding acetamide with TCCA, was also examined for the synthesis of aziridine. Treatment with 2 equiv of KHMDS in THF at -78 °C or 4 equiv of NaH in THF at 4 °C afforded the reduced product 37 in good yield.{A figure is presented}
  • 44
    • 67649349014 scopus 로고    scopus 로고
    • note
    • In the absence of CSA, chemical yield varied significantly from trace to 70% for unknown reasons.
  • 46
    • 67649374472 scopus 로고    scopus 로고
    • note
    • The structure of 51 was determined by COSY and HMBC NMR analysis.{A figure is presented}


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.