Polyhydroxylated N-(thio)carbamoyl piperidines: Nojirimycin-type glycomimetics with controlled anomeric configuration

Tetrahedron Asymmetry

Volumn 10, Issue 22, 1999, Pages 4271-4275

  García Moreno, M Isabel ^a   Mellet, Carmen Ortiz ^a   García Fernández, José M ^b  

^a UNIVERSITY OF SEVILLE   (Spain)

^b INSTITUTO DE INVESTIGACIONES QUÍMICAS   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

NOJIRIMYCIN; PIPERIDINE DERIVATIVE;

ARTICLE; CONFORMATIONAL TRANSITION; PRIORITY JOURNAL; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0242452501     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00462-0     Document Type: Article

References (26)

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21. 2O, 125.5 MHz) 44.9, 55.5, 60.7, 68.7, 69.4, 70.5, 71.8, 73.9, 76.7, 77.6, 85.1, 88.8, 184.3.
22. The converse strategy using isothiocyanate 8 in reaction with azides-triphenylphosphine proved less convenient. The reaction probably involves a sugar phosphazide instead of an iminophosphorane intermediate, as previously observed for related transformations. See: García Fernández, J. M.; Ortiz Mellet, C.; Díaz Pérez, V. M.; Fuentes, J.; Kovács, J.; Pintér, J. Carbohydr. Res. 1997, 304, 261-270.
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24. 1H NMR spectra of the crude reaction mixtures.
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