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Volumn 66, Issue 3, 2010, Pages 599-604

Stereoselective synthesis of 2-C-methylene glycosides and disaccharides via direct allylic substitution of hydroxy group in benzylated glycals

Author keywords

Carbohydrates; Ferrier rearrangement; Glycosides; Indium(III) chloride; Stereoselective synthesis

Indexed keywords

1,5 ANHYDRO 3,4,6 TRI O BENZYL 2 DEOXY 2 C (3,4,6 TRI O BENZYL 2 DEOXY 2 C METHYLENE ALPHA DEXTRO LYXOHEXOPYRANOSYLOXY) METHYL DEXTRO LYXOHEX 1 ENITOL; 2 C HYDROXYMETHYLGALACTAL; 2 C METHYLENE GLYCOSIDE DERIVATIVE; 3,4,6 TRI O BENZYL 2 C HYDROXYMETHYLGLUCAL; BENZOPYRAN DERIVATIVE; BENZYL DERIVATIVE; CARBENE; DISACCHARIDE; GLYCOSIDE; HYDROXYL GROUP; INDIUM CHLORIDE; METHANOL; PHENOL; PYRANO[2,3 B]BENZOPYRAN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 71649113250     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.11.082     Document Type: Article
Times cited : (17)

References (70)
  • 20
    • 71649093160 scopus 로고    scopus 로고
    • One difficulty often encountered by us is the purification of 2-C-acetoxylmethyl-glycals 1a. They tend to rearrange or decompose during chromatographic purification over silica gel, sometimes resulting in poor yields. If purified very carefully, they do not have shelf-life of more than a couple of days even at low temperatures. Such a rearrangement on furanose-derived 2-C-(acetoxymethyl)-glycals has already been reported. See:
    • One difficulty often encountered by us is the purification of 2-C-acetoxylmethyl-glycals 1a. They tend to rearrange or decompose during chromatographic purification over silica gel, sometimes resulting in poor yields. If purified very carefully, they do not have shelf-life of more than a couple of days even at low temperatures. Such a rearrangement on furanose-derived 2-C-(acetoxymethyl)-glycals has already been reported. See:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.