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Volumn 7, Issue 12, 2009, Pages 2635-2644

Exploiting the cross-metathesis reaction in the synthesis of pseudo-oligosaccharides

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATIVE APPROACH; CROSS METATHESIS; HETERODIMER; INTRAMOLECULAR CYCLIZATION; RELATIVE EFFICIENCY; TWO-STEP PROCEDURE;

EID: 67650447380     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b822989a     Document Type: Article
Times cited : (11)

References (59)
  • 4
    • 0004276011 scopus 로고    scopus 로고
    • Z. J. Witczak, and K. A. Nieforth, Marcel Dekker, New York
    • Carbohydrates in Drug Design, ed., Z. J. Witczak, and, K. A. Nieforth, Marcel Dekker, New York, 1997
    • (1997) Carbohydrates in Drug Design, Ed.
  • 40
    • 0030575408 scopus 로고    scopus 로고
    • Wong and co-workers reported the synthesis of aldehyde 4 from the same intermediate glucoside 2. Our synthetic route, however, is shorter (3 vs 4 steps) and higher-yielding (73% vs 36% overall yield from compound 2) The diastereoisomeric ratio was determined by complete separation of the two epimers by flash chromatography -4906
    • S.-C. Hung C.-H. Wong Tetrahedron Lett. 1996 37 4903 4906
    • (1996) Tetrahedron Lett. , vol.37 , pp. 4903
    • Hung, S.-C.1    Wong, C.-H.2
  • 51
    • 0343926516 scopus 로고
    • 2, and very similar reaction times are required for allyl glycosides 7-9, while the dimerization of 4-O-allyl ether 10 and C-glycoside 11 occurs in 24-48 hours Straightforward CM reaction was not performed on allyl lactoside 8 -3735
    • R. S. Coleman Y. Dong A. J. Carpenter J. Org. Chem. 1992 57 3732 3735
    • (1992) J. Org. Chem. , vol.57 , pp. 3732
    • Coleman, R.S.1    Dong, Y.2    Carpenter, A.J.3
  • 59
    • 53849096684 scopus 로고    scopus 로고
    • A base was added to the reaction mixture in order to suppress the partial cleavage of the benzyl ethers caused by HI developed during the reaction course Iodocyclization of 20 did not occur at room temperature in THF -6141
    • B. Schmidt A. Biernat Chem-Eur. J. 2008 14 6135 6141
    • (2008) Chem-Eur. J. , vol.14 , pp. 6135
    • Schmidt, B.1    Biernat, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.