title: Aldol reaction of beta-C-glycosylic ketones: synthesis of C-(E)-cinnamoyl glycosylic compounds as precursors for new biologically active C-glycosides.
abstract: A series of beta-C-glycosylic ketones were prepared starting from d-glucose, d-xylose, d-mannose, and cellobiose. The beta-C-glycosylic ketones on aldol condensation with different aromatic aldehydes in the presence of a suitable organocatalyst led to the formation of respective C-(E)-cinnamoyl glycosides stereoselectively in good yields as precursors for the synthesis of biologically active compounds.
authors.affiliation: Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226 001, India.
authors.forename: Surendra Singh
authors.initials: SS
authors.lastname: Bisht
authors.forename: Jyoti
authors.initials: J
authors.lastname: Pandey
authors.forename: Anindra
authors.initials: A
authors.lastname: Sharma
authors.forename: Rama Pati
authors.initials: RP
authors.lastname: Tripathi
mesh_terms: D002475:Cellobiose / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry*; D006031:Glycosylation; D007659:Ketones / Q000737:chemistry*; D008358:Mannose / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014994:Xylose / Q000737:chemistry
chemical_list: D006027:Glycosides; D007659:Ketones; D002475:Cellobiose; D014994:Xylose; D005947:Glucose; D008358:Mannose