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Volumn 76, Issue 6, 2011, Pages 1898-1901

Large-scale synthesis of all stereoisomers of a 2,3-unsaturated c-glycoside scaffold

Author keywords

[No Author keywords available]

Indexed keywords

CHIRAL SCAFFOLDS; FUNCTIONALIZED; LARGE SCALE SYNTHESIS; STARTING MATERIALS; STEREOGENIC CENTERS;

EID: 79953872085     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1022926     Document Type: Article
Times cited : (16)

References (48)
  • 38
    • 0001697913 scopus 로고
    • Although tri-O-acetyl-L-glucal is commercially available, because of cost considerations we opted to produce this material in house from L-glucose, which can be prepared in two steps starting from Larabinose; see: Swoden, J. C.; Fischer, H. O. J. Am. Chem. Soc. 1947, 69, 1963-1965.
    • (1947) J. Am. Chem. Soc. , vol.69 , pp. 1963-1965
    • Swoden, J.C.1    Fischer, H.O.2
  • 39
    • 79953890616 scopus 로고    scopus 로고
    • note
    • Application of the optimized Ferrier conditions to tri-O-acetyl-D- galactal likewise afforded a ?1:1 mixture of α/β-anomers (see Supporting Information); however, the isomers could not be easily separated until after TBDPS protection.
  • 46
    • 79953891997 scopus 로고    scopus 로고
    • note
    • The structures of β-D-7 and α-D-8 were confirmed by singlecrystal X-ray diffraction. See Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.