Recent developments in the synthesis of C-glycosides

Tetrahedron

Volumn 48, Issue 40, 1992, Pages 8545-8599

  Postema, Maarten H D ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

AMBRUTICIN; ANTIBIOTIC AGENT; CHAETIACANDIN; DOXORUBICIN; GILVOCARCIN V; GLYCOSIDE; INDANOMYCIN; LASALOCID; OKADAIC ACID; PAPULACANDIN D; PSEUDOMONIC ACID; RAVIDOMYCIN; SHOWDOMYCIN; TIRANDAMYCIC ACID; UNCLASSIFIED DRUG; VIENOMYCIN; VINEOMYCINONE B2 METHYL ESTER;

REVIEW; SYNTHESIS;

EID: 0026714006     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(01)89435-7     Document Type: Article

References (234)

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2. Routes to C-glycopyranosides via sigmatropic rearrangements
3. A Novel Approach to the Synthesis of C-Glycosyl Compounds: The Wittig Rearrangement
4. Highly stereoselective total synthesis of .beta.-ribofuranosylmalonate
5. ?-Facial selectivity in Diels?Alder reactions of C-2-vinyl glycals. Stereocontrolled route to annulated C-glycopyranosides
6. An efficacious synthesis of aryl and heteroaryl C-glycosides
7. The Wittig-Horner reaction on 2,3,4,6-tetra-O-benzyl-D-mannopyranose and 2,3,4,6-tetra -O-benzyl-D-glucopyranose
8. The synthesis of optically active tetrahydropyrans by the addition of a stabilised Witting reagent to pyranose sugars
9. 1-Methylene sugars as C-glycoside precursors
10. A convenient method for replacement of the anomeric hydroxy group in carbohydrates by difluoromethyl functionality
11. Palladium(0)-based approach to functionalized C-glycopyranosides
12. Stereocontrolled palladium(II)-mediated coupling of furanoid glycals with a pyrimidinylmercuric salt: facile C-nucleoside syntheses
13. C-Glycosides from palladium-mediated reactions of pyranoid glycals. Stereochemistry of formation of intermediate organopalladium adducts and factors affecting their stability and decomposition
14. The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products
15. Boron Trifluoride-Catalyzed Rearrangement of 2-Aryloxytetrahydropyrans: A New Entry to C-Arylglycosidation
16. The first direct method for C-glucopyranosyl derivatization of 2,3,4,6-tetra-O-benzyl-D-glucopyranose
17. ?-C-Glycopyranosides from Lewis acid catalysed condensations of acetylated glycals and enol silanes
18. Studies on C-Glycosides XIII C-Glucosides from O-Glucosyl 3,5-Dinitro Benzoate
19. Stereoselective preparation of .BETA.-C-glycosides from 2-deoxyribose utilizing neighboring participation by 3-O-methylsulfinylethyl group.
20. Regiochemical aspects in the reaction of 2,3,5-tri-o-benzoyl-d-ribofuranosyl
21. Stannous (II) triflate promoted rearrangement of .BETA.-keto sulfoxides. Synthesis of 1,4-diketones.
22. O-Glycosylimidate, 29. Umsetzung vonO-(Glucopyranosyl)imidaten mit elektronenreichen Heterocyclen. – Synthese von C-Glucosiden
23. O-Glycosylimidate, 19. Reaktionen von Glycosyl-trichloracetimidaten mit silylierten C-Nucleophilen
24. Reactions of glycosyl fluorides. Synthesis of C-glycosides
25. Antibiotics from Polyangium cellulosum var. fulvum. 2. 5-epi-5,6-Dihydroxypolyangioic acid
26. Use of Unsaturated Sugars as Alkylating Agents. Addition of Enol Esters and Ethers to Glycals
27. C-glycopyranosides from the reaction of acetylated glycals with ?-diketones
28. C-Glycoside synthesis via glycal alkylation by olefinic derivatives
29. Synthesis of C-disaccharides through dimerization of exo-glycals
30. Stereoselective C-glycosidation of glycals with organoaluminum reagents.
31. Stereocontrolled synthesis of C-glycosides by reaction of organocuprates with protected 1,2-anhydro sugars, and their transformation into 2-deoxy-C-glycosides
32. Leibigs Ann. Chem.
33. Formation of C-glycosides by polarity inversion at the anomeric centre
34. Radical Anomefhc Chemistry
35. Conformation of Glycosyl Radicals: Radical Stabilization byβ-CO Bonds
36. Diastereoselective Syntheses ofC-Glycopyranosides
37. Synthesis of“C-Disaccharides” by Radical CC Bond Formation
38. Ring Opening ofC-Glycosides under Mild Conditions
39. Carbon-carbon bond formation via the reaction of trialkylallylstannanes with organic halides
40. Reactions of glycosyl fluorides. Synthesis of C-glycosides
41. Chain extensions from C-1 and C-5 of D-xylopyranose derivatives
42. Applications of radical addition reactions to the synthesis of a C-glucoside and a functionalised amino-acid
43. Stereoselective syntheses with carbohydrate radicals
44. Dimerization of carbohydrate radicals
45. Some Radical Reactions of Exocyclic Carbohydrate Difluoroenol Ethers
46. Serial radical reactions of enol ethers: ready routes to highly functionalized C-glycosyl derivatives
47. C(5)-Epimerization in Glycopyranosides During the Cyclization of Anomeric Radicals: A Comparison with Glycofuranosides
48. Stereoselective C-C Bond Formation in Carbohydrates by Radical Cyclization Reactions; VI. Influence of the Conformation of Anomeric Radicals on the Stereoselectivity of Their Cyclization
49. Cyclization Reactions with Allyl-Substituted Glucose Derivatives
50. Syntheses of anomeric glucopyranosylidene diazides