An efficient and stereocontrolled synthesis of the nephritogenoside core structure

Tetrahedron Letters

Volumn 32, Issue 47, 1991, Pages 6873-6876

  Sasaki, Makoto ^a   Tachibana, Kazuo ^a   Nakanishi, Hiroshi ^b  

^a UNIVERSITY OF TOKYO   (Japan)

^b Natl Chem Laboratory for Industry   (Japan)

Author keywords

glomerulonephritis; glycopeptide; nephritogenoside; nitrilium ion; selective glycosylation

Indexed keywords

GLYCOPEPTIDE; NEPHRITOGENOSIDE; OLIGOSACCHARIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0026039974     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(91)80430-E     Document Type: Article

References (24)

1. Synthetic studies on nephritogenic glycosides. Synthesis of α-Glc-(1→6)-β-Glc-(1→6)-α-Glc-(1→Asn)
2. Generation of ?-D-glucopyranosylacetonitrilium ions. Concerning the reverse anomeric effect
3. Nitriles as Solvents in Glycosylation Reactions: Highly Selective β-Glycoside Synthesis1
4. Chemistry of the glycosidic linkage. Direct conversion of glycosides into 1-thioglycosides by use of [alkyl(or aryl)thio]trimethylsilanes
5. Iodonium ion generated in situ from N-iodosuccinimide and trifluoromethanesulphonic acid promotes direct linkage of ?disarmed? pent-4-enyl glycosides