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Volumn 64, Issue 12, 2008, Pages 2792-2800

Stereoselective synthesis of nonsymmetrical difructose dianhydrides from xylylene-tethered d-fructose precursors

Author keywords

Difructose dianhydrides; Fructose; Prebiotics; Spiro sugars; Spiroketals; Xylylene

Indexed keywords

3 O (3 BOROMOMETHYLBENZYL) 1,2:4,5 DI O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE; 3 O (3 BROMOMETHYLBENZYL) 1,2 O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE; 3 O (4 BROMOMETHYLBENZYL) 1,2 O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE; 3 O (4 BROMOMETHYLBENZYL) 1,2:4,5 DI O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE; 3,4 DI O BENZYL 1,2 O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE 4',5' DI O BENZYL 1',2' O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE 6,3' O (2 XYLYLENE); 3,4 DI O BENZYL 1,2 O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE 4',5' DI O BENZYL 1',2' O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE 6,3' O (3 XYLYLENE); 3,4 DI O BENZYL 1,2 O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE 4',5' DI O BENZYL 1',2' O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE 6,3' O (4 XYLYLENE); 3,4 DI O BENZYL ALPHA DEXTRO FRUCTOFURANOSE 4,5 DI O BENZYL BETA DEXTRO FRUCTOPYRANOSE 4',5' DI O BENZYL BETA DEXTRO FRUCTOPYRANOSE 6,3' O (2 XYLYLENE) 1,2':2,1' DIANHYDRIDE; 3,4 DI O BENZYL ALPHA DEXTRO FRUCTOFURANOSE 4,5 DI O BENZYL BETA DEXTRO FRUCTOPYRANOSE 6,3' O (3 XYLYLENE) 1,2':2,1' DIANHYDRIDE; 3,4 DI O BENZYL ALPHA DEXTRO FRUCTOFURANOSE 4,5 DI O BENZYL BETA DEXTRO FRUCTOPYRANOSE 6,3' O (4 XYLYLENE) 1,2':2,1' DIANHYDRIDE; 3,4 DI O BENZYL BETA DEXTRO FRUCTOFURANOSE 4,5 DI O BENZYL BETA DEXTRO FRUCTOPYRANOSE 4',5' DI O BENZYL BETA DEXTRO FRUCTOPYRANOSE 6,3' O (2 XYLYLENE) 1,2':2,1' DIANHYDRIDE; 4,5 DI O BENZYL 3 O (3 BROMOMETHYLBENZYL) 1,2 O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE; 4,5 DI O BENZYL 3 O (4 BROMOMETHYLBENZYL) 1,2 O ISOPROPYLIDENE BETA DEXTRO FRUCTOPYRANOSE; ACETAL; ACID ANHYDRIDE; ALPHA DEXTRO FRUCTOFURANOSE BETA DEXTRO FRUCTOPYRANOSE 1,2':2,1' DIANHYDRIDE; BETA DEXTRO FRUCTOFURANOSE BETA DEXTRO FRUCTOPYRANOSE 1,2':2,1' DIANHYDRIDE; CARBOHYDRATE DERIVATIVE; DISACCHARIDE; FRUCTOSE; FURANOSE; MONOSACCHARIDE; PYRANOSE; UNCLASSIFIED DRUG; XYLYLENE;

EID: 39149125430     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.01.054     Document Type: Article
Times cited : (7)

References (57)
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    • For reviews, see:
    • For reviews, see:
  • 3
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    • Brimble, M.A.1    Farès, F.A.2
  • 43
    • 84900403742 scopus 로고    scopus 로고
    • For the IUPAC nomenclature recommendations to name difructose dianhydrides, see:
    • For the IUPAC nomenclature recommendations to name difructose dianhydrides, see:. McNaught A.D. Pure Appl. Chem. 68 (1996) 1919-2008
    • (1996) Pure Appl. Chem. , vol.68 , pp. 1919-2008
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  • 44
    • 39149099213 scopus 로고    scopus 로고
    • The term 'contra-thermodynamic' designates diastereomers that are energetically strongly disfavored and, consequently, cannot be accessed under reversible kinetics or thermodynamic conditions. For remarkable recent examples of stereoselective syntheses of contra-thermodynamic spiroacetal frameworks, see:
    • The term 'contra-thermodynamic' designates diastereomers that are energetically strongly disfavored and, consequently, cannot be accessed under reversible kinetics or thermodynamic conditions. For remarkable recent examples of stereoselective syntheses of contra-thermodynamic spiroacetal frameworks, see:
  • 48
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    • The m-xylylene tether has been previously exploited in anomeric configuration control during glycosidic bond-forming reactions. See:
    • The m-xylylene tether has been previously exploited in anomeric configuration control during glycosidic bond-forming reactions. See:
  • 57
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    • An example of remote stereochemical control in the stereoselective synthesis of spiroketals by a preexisting cyclic acetal functionality has recently been reported. See:
    • An example of remote stereochemical control in the stereoselective synthesis of spiroketals by a preexisting cyclic acetal functionality has recently been reported. See:. Ghosh S., Hsung R.P., and Liu J. J. Am. Chem. Soc. 127 (2005) 8260-8261
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 8260-8261
    • Ghosh, S.1    Hsung, R.P.2    Liu, J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.