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Volumn 61, Issue 30, 2005, Pages 7094-7104

Synthesis and glycosidase inhibitory activity of new penta-substituted C8-glycomimetics

Author keywords

Aminocyclitols; Carbasugars; Glycomimetics; Glycosidases; Reductive amination; Ring closing metathesis

Indexed keywords

ALKADIENE; GLYCOSIDASE INHIBITOR; MANNITOL; MIGLITOL; VOGLIBOSE;

EID: 20544467704     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.05.066     Document Type: Article
Times cited : (31)

References (73)
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    • For C8-cyclitols or analogs synthesis, see for example: (a): I. Hanna, and L. Ricard Org. Lett. 2 2000 2651 2654
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    • Hanna, I.1    Ricard, L.2
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    • For recent reviews on olefin metathesis, see (a): R.H. Grubbs Tetrahedron 60 2004 7117 7140
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    • Grubbs, R.H.1
  • 60
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    • note
    • The low yield obtained for this reaction is due to competitive O-cyclisation involving the alcoholate resulting from the nucleophilic opening of a single epoxide moiety, see Ref. 34.
  • 63
    • 20544453825 scopus 로고    scopus 로고
    • note
    • A modification of the diastereoselectivity was tentatively carried out in the presence of bulky borane such as 9-BBN or catechol borane, but revealed unsuccessful.
  • 64
    • 20544471842 scopus 로고    scopus 로고
    • note
    • The NMR description are related to numbering of the corresponding compounds 10 shown in Figure 2.
  • 68
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    • note
    • 2.
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    • A. Brandi, S. Cicchi, F.M. Codero, B. Frignoli, A. Goti, S. Picasso, and P. Vogel J. Org. Chem. 60 1995 6806 6812 We verified that the delay of inhibitor/enzyme incubation did not affect the inhibition measurements. Under standard conditions optimal inhibitory activities were measured after five minutes of incubation
    • (1995) J. Org. Chem. , vol.60 , pp. 6806-6812
    • Brandi, A.1    Cicchi, S.2    Codero, F.M.3    Frignoli, B.4    Goti, A.5    Picasso, S.6    Vogel, P.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.