Stereoselective synthesis of α-glucosides and β-mannosides: Tethering and activation with N-iodosuccinimide

Synlett

Volumn , Issue 9, 1999, Pages 1387-1390

  Ennis, S C ^a   Fairbanks, A J ^a   Tennant Eyles, R J ^a   Yeates, H S ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

Carbohydrates; Glycosylations; N iodosuccinimide; Stereoselective synthesis; Thioglycosides

Indexed keywords

CARBOHYDRATE; GLUCOSIDE; MANNOSIDE; SUCCINIMIDE DERIVATIVE; THIOGLYCOSIDE;

ARTICLE; CARBOHYDRATE ANALYSIS; CHEMICAL STRUCTURE; GLYCOSYLATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032844913     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2855     Document Type: Article

References (32)

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19. 4), filtered and concentrated in vacuo. The resulting residue was purified by flash column chromatography (typically eluting with hexane:ethyl acetate, 4:1, with 0.1 % triethylamine) to give the mixed ketals as an oil.
20. 4), filtered and concentrated in vacuo. The resulting residue was purified by flash column chromatography (typically hexane:ethyl acetate, 2:1) to yield the pure glycoside.
21. The tethered mixed ketals were produced as mixtures of diastereomers in all cases and the yields quoted for the tethering steps refer to the combined amount of both. These materials were purified by flash chromatography before being submitted to glycosidation.
22. 3).
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