General, stereoselective synthesis of ethylene isosteres of α- and β- glycosylasparagines

Tetrahedron Letters

Volumn 41, Issue 18, 2000, Pages 3483-3487

  Dondoni, Alessandro ^a   Mariotti, Giandomenico ^a   Marra, Alberto ^a  

^a UNIVERSITY OF FERRARA   (Italy)

Author keywords

Amino acids; C glycosylasparagines; C glycosides; Glycopeptide mimetics; Sugar acetylenes

Indexed keywords

ASPARAGINE DERIVATIVE; ETHYLENE;

ARTICLE; CHEMICAL BOND; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0034728892     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00403-2     Document Type: Article

References (21)

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11. 8
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15. 44a>a [α]=+5.9 (c 0.8). Compound α-3c: [α]=+31.1 (c 1.7). Compound β-3d: m.p. 174-176°C (AcOEt-cyclohexane); [α]=+36.1 (c 0.9). Compound α-3d: m.p. 143-145°C (cyclohexane); [α]=+95.9 (c 0.9). Compound β-1a Me-ester: [α]=+6.2 (c 0.7). Compound α-1a Me-ester: m.p. 79-81°C (pentane); [α]=+36.5 (c 1.5). Compound α-1b Me-ester: [α]=+22.6 (c 0.8). Compound β-1b Me-ester: [α]=+5.5 (c 0.6). Compound α-1c Me-ester: [α]=+26.5 (c 0.6). Compound β-1c Me-ester: [α]=+6.4 (c 0.5). Compound α-1c′ Me-ester: [α]=+60.0 (c 0.6). Compound β-1d Me-ester: [α]=+27.0 (c 0.6). Compound α-1d Me-ester: [α]=+23.3 (c 1.2). Compound α-1d′ Me-ester: [α]=+46.3 (c 0.5).
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