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Volumn 128, Issue 24, 2006, Pages 8078-8086

Stereocontrolled synthesis of the D- and L-glycero-β-D-manno- heptopyranosides and their 6-deoxy analogues. Synthesis of methyl α-L-rhamno-pyranosyl-(1→3)-D-glycero-β-D-manno-heptopyranosyl- (1→3)-6-deoxy-glycero-β-D-manno-heptopyranosyl-(1→4) -α-L-rhamno-pyranoside, a tetrasaccharide subunit of the lipopolysaccharide from Plesimonas shigelloides

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ANALYSIS; CATALYST SELECTIVITY; DERIVATIVES; OLEFINS; POLYSACCHARIDES; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 33745399133     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja061594u     Document Type: Article
Times cited : (74)

References (106)
  • 48
  • 60
    • 33745351161 scopus 로고    scopus 로고
    • note
    • Epimerization at C5 was also observed, but was substantially eliminated by carrying out the reaction at low temperature.
  • 61
    • 33745357715 scopus 로고    scopus 로고
    • U.S. Patent 3,865,848, 1975
    • (a) Nysted, L. N. U.S. Patent 3,865,848, 1975.
    • Nysted, L.N.1
  • 81
    • 0001467483 scopus 로고
    • 2 was freshly prepared prior to the reaction following Imamoto's protocol. Imamoto, T.; Ono, M. Chem. Lett. 1987, 16, 501.
    • (1987) Chem. Lett. , vol.16 , pp. 501
    • Imamoto, T.1    Ono, M.2
  • 82
    • 33745373072 scopus 로고    scopus 로고
    • note
    • 40 was used in the case of Grignard reaction, but no significant improvement was observed.
  • 83
    • 0002473130 scopus 로고
    • The diastereomeric mixture was separated only after removal of the p-methoxybenzyl group. Yan, L.; Kahne, D. Synlett 1995, 523.
    • (1995) Synlett , pp. 523
    • Yan, L.1    Kahne, D.2
  • 87
    • 33745411733 scopus 로고    scopus 로고
    • note
    • 16 and used without further purification.
  • 95
    • 33745393164 scopus 로고    scopus 로고
    • note
    • 45
  • 106
    • 33745333492 scopus 로고    scopus 로고
    • note
    • Extended reaction time led to the onset of decomposition.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.