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Volumn 43, Issue 47, 2002, Pages 8543-8546

A convenient stereoselective route to novel tetrahydroxyindolizidines

Author keywords

[No Author keywords available]

Indexed keywords

ALKENYL PYRROLIDINE; INDOLIZIDINE DERIVATIVE; PYRROLIDINE DERIVATIVE; SWAINSONINE DERIVATIVE; TETRAHYDROXYINDOLIZIDINE; UNCLASSIFIED DRUG;

EID: 0037131706     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02084-1     Document Type: Article
Times cited : (13)

References (30)
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    • 0032571515 scopus 로고    scopus 로고
    • See e.g.: lentiginosine and derivatives: (a) Brandi, A.; Cicchi, S.; Cordero, F. M.; Frignoli, R.; Goti, A.; Picasso, S.; Vogel, P. J. Org. Chem. 1995, 60, 6806-6812; (b) Cardona, F.; Goti, A.; Picasso, S.; Vogel, P.; Brandi, A. J. Carbohydr. Chem. 2000, 19, 585-601; (c) pentahydroxyindolizidines: Chen, Y.; Vogel, P. J. Org. Chem. 1994, 59, 2487-2496; Picasso, S.; Chen, Y.; Vogel, P. Carbohydr. Lett. 1993, 1, 1-8; (d) Izquierdo, I.; Plaza, M. J.; Robles, R.; Mota, A. J. Tetrahedron: Asymmetry 1998, 9, 1015-1027; 5-azacastanospermine: (e) Søndergard, K.; Liang, X.; Bols, M. Chem. Eur. J. 2001, 7, 2324-2331.
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    • 0035354691 scopus 로고    scopus 로고
    • See e.g.: lentiginosine and derivatives: (a) Brandi, A.; Cicchi, S.; Cordero, F. M.; Frignoli, R.; Goti, A.; Picasso, S.; Vogel, P. J. Org. Chem. 1995, 60, 6806-6812; (b) Cardona, F.; Goti, A.; Picasso, S.; Vogel, P.; Brandi, A. J. Carbohydr. Chem. 2000, 19, 585-601; (c) pentahydroxyindolizidines: Chen, Y.; Vogel, P. J. Org. Chem. 1994, 59, 2487-2496; Picasso, S.; Chen, Y.; Vogel, P. Carbohydr. Lett. 1993, 1, 1-8; (d) Izquierdo, I.; Plaza, M. J.; Robles, R.; Mota, A. J. Tetrahedron: Asymmetry 1998, 9, 1015-1027; 5-azacastanospermine: (e) Søndergard, K.; Liang, X.; Bols, M. Chem. Eur. J. 2001, 7, 2324-2331.
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    • 0005129784 scopus 로고    scopus 로고
    • note
    • 3 was added and the mixture stirred for 30 min at rt and then extracted with AcOEt. The combined extracts were washed with brine and water, dried and evaporated. Purification was achieved by column chromatography with DCM:acetone 25:1 as eluant.
  • 27
    • 0005127830 scopus 로고    scopus 로고
    • note
    • 1,8a=3.2, H-8a), 3.77 (d, 2H, H-6).
  • 29
    • 0005226441 scopus 로고    scopus 로고
    • note
    • 2 (0.1 equiv.) was added. The reaction mixture was stirred at 0°C for x days (AD-mixα, x=1; AD-mixβ, x=2). Work-up procedure is as described for osmylation.
  • 30
    • 0005134107 scopus 로고    scopus 로고
    • note
    • 8β,8a=1.2, H-8β).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.