Convenient synthesis of α- and β-2-deoxyglycosides

Synlett

Volumn , Issue 5, 1998, Pages 501-503

  Castro Palomino, Julio C ^a   Schmidt, Richard R ^a  

^a UNIVERSITY OF KONSTANZ   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002710305     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1689     Document Type: Article

References (41)

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39. 2 (20 mL), filtered, and concentrated. Silica gel column chromatography with hexane/ethyl acetate, 2:1 as eluent gave glycosides 9α,β and 10α,β.
40. General procedure for the deoxygenation reactions: To a solution of 9α,β or 10α,β (0.42 mmol) in toluene (5 mL) was added tributylstannane (0.69 mmol) and catalytic amounts of azoisobutyronitrile under argon. The mixture was heated to 110°C under argon for 3 h and then the solvent was evaporated. Column chromatography on silica gel of the residue with toluene/acetone, 3:1 as eluent afforded disaccharides 11α,β and 12α,β.
41. 1,2 < 1 Hz, 1b-H), 7.12-7.31 (m, 30 H, 6 Ph).