Some unexpected reactivity of propargyl 2,3-dideoxy-2-en-α-D-glucopyranoside derivatives

Synthetic Communications

Volumn 27, Issue 5, 1997, Pages 725-737

  Marco Contelles, José ^a   Martín, Gema ^a  

^a INSTITUTO DE QUÍMICA ORGÁNICA GENERAL   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE DERIVATIVE;

ARTICLE; CARBOHYDRATE SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030901412     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708004193     Document Type: Article

References (25)

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4. Unpublished results.
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7. Compound 1 has been prepared from tri-O-acetyl-D-glucal via: a) Ferrier reaction with propargyl alcohol, b) basic hydrolysis, c) silylation with t-butyldiphenylsilyl chloride (see Experimental).
8. For years we have been interested in the synthesis of chiral α or β-branched chain furan derivatives. For some references, see: a) Marco, J. L. Tetrahedron 1989, 45, 1475. b) Marco, J. and Hueso-Rodríguez, J. A. Tetrahedron Lett. 1988, 29, 2549. c) Marco-Contelles, J.; Fernández, C.; Martín-León, N. and Fraser-Reid, B. Synlett 1990, 167. d) Marco, J. L. J. Chem. Res. (S) 1988, 382.
9. For years we have been interested in the synthesis of chiral α or β-branched chain furan derivatives. For some references, see: a) Marco, J. L. Tetrahedron 1989, 45, 1475. b) Marco, J. and Hueso-Rodríguez, J. A. Tetrahedron Lett. 1988, 29, 2549. c) Marco-Contelles, J.; Fernández, C.; Martín-León, N. and Fraser-Reid, B. Synlett 1990, 167. d) Marco, J. L. J. Chem. Res. (S) 1988, 382.
10. For years we have been interested in the synthesis of chiral α or β-branched chain furan derivatives. For some references, see: a) Marco, J. L. Tetrahedron 1989, 45, 1475. b) Marco, J. and Hueso-Rodríguez, J. A. Tetrahedron Lett. 1988, 29, 2549. c) Marco-Contelles, J.; Fernández, C.; Martín-León, N. and Fraser-Reid, B. Synlett 1990, 167. d) Marco, J. L. J. Chem. Res. (S) 1988, 382.
11. For years we have been interested in the synthesis of chiral α or β-branched chain furan derivatives. For some references, see: a) Marco, J. L. Tetrahedron 1989, 45, 1475. b) Marco, J. and Hueso-Rodríguez, J. A. Tetrahedron Lett. 1988, 29, 2549. c) Marco-Contelles, J.; Fernández, C.; Martín-León, N. and Fraser-Reid, B. Synlett 1990, 167. d) Marco, J. L. J. Chem. Res. (S) 1988, 382.
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19. This compound has been described previously. See for instance: Moufid, N. and Chapleur, Y. Tetrahedron Lett. 1991, 32, 1799.
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