Trifluoromethanesulfonic acid efficiently catalyzed the intramolecular glycosidation of 1-C-alkyl-D-hexopyranoses to form the anhydroketopyranoses having 6,8-dioxabicyclo[3.2.1]octane structures

Synlett

Volumn , Issue 19, 2005, Pages 2973-2977

  Yamanoi, Takashi ^a   Matsumura, Kazuhide ^a   Matsuda, Sho ^a   Oda, Yoshiki ^a  

^a NOGUCHI INSTITUTE   (Japan)

Author keywords

1 C alkyl hexopyranose; Anhydro form; Anhydroketopyranose; Intramolecular glycosidation; Trifluoromethanesulfonic acid

Indexed keywords

ALKANE DERIVATIVE; PYRAN DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID;

ARTICLE; CARBOHYDRATE SYNTHESIS; CATALYSIS; CHEMICAL STRUCTURE; GLYCOSIDATION; MOLECULAR DYNAMICS; STRUCTURE ANALYSIS;

EID: 28844459422     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-921912     Document Type: Article

References (26)

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26. 4, the solvent was evaporated under reduced pressure. The crude product was purified by preparative silica gel TLC (EtOAc-hexane = 1:2) to give 2a (45 mg, 93%).