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Volumn 11, Issue 30, 2013, Pages 5017-5022

Highly efficient α-C-sialylation promoted by (p-Tol) 2SO/Tf2O with N-acetyl-5-N,4-O-oxazolidione protected thiosialoside as donor

Author keywords

[No Author keywords available]

Indexed keywords

C-GLYCOSIDES; ENOL ETHERS; HIGH YIELD; NUCLEOPHILICITIES; SILYL ENOL ETHERS; SILYL KETENE ACETAL; TRIMETHYLSILYL;

EID: 84881105224     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c3ob40876k     Document Type: Article
Times cited : (21)

References (46)
  • 6
    • 0003023759 scopus 로고    scopus 로고
    • in, ed. B. O. Fraser-Reid, K. Tatsuta and J. Thiem, Spring-Verlag, New York, 2nd edn, 1313-1360
    • H. Ando and M. Kiso, in Glycoscience: Chemistry and Chemical Biology, ed., B. O. Fraser-Reid, K. Tatsuta, and, J. Thiem, Spring-Verlag, New York, 2nd edn, 2008, vol. 2, pp. 1313-1360
    • (2008) Glycoscience: Chemistry and Chemical Biology , vol.2
    • Ando, H.1    Kiso, M.2
  • 37
    • 33644948600 scopus 로고    scopus 로고
    • The second equivalent of the sulfoxide may play an analogous role to nitriles, which were used as the solvents in α-selective O-sialylations. See
    • D. Crich W. Li Org. Lett. 2006 8 959
    • (2006) Org. Lett. , vol.8 , pp. 959
    • Crich, D.1    Li, W.2
  • 40
    • 84881107004 scopus 로고    scopus 로고
    • See the database of nucleophilicities and electrophilicities at
    • See the database of nucleophilicities and electrophilicities at http://www.cup.lmu.de/oc/mayr/DBintro.html
  • 45
    • 0026204413 scopus 로고
    • The 5-N,4-O-oxazolidinone protective group has a significant α-direction effect in sialylations, and recently Crich and co-workers conducted a deep study to explain the effect, see
    • S. Prytulla J. Lauterwin M. Klssinger J. Thiem Carbohydr. Res. 1991 215 345
    • (1991) Carbohydr. Res. , vol.215 , pp. 345
    • Prytulla, S.1    Lauterwin, J.2    Klssinger, M.3    Thiem, J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.