title: Ellagitannin chemistry. Studies on the stability and reactivity of 2,4-HHDP-containing glucopyranose systems.
abstract: The synthesis of a 2,4-HHDP containing glucopyranose ellagitannin model system has been achieved. Attempts to prepare a related target bearing a 1,6 bridge led instead to the discovery of a likely strain-driven tautomerization to cyclohexadienone intermediates.
authors.affiliation: Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA. ksf@chem.psu.edu
authors.forename: Ken S
authors.initials: KS
authors.lastname: Feldman
authors.forename: Malliga R
authors.initials: MR
authors.lastname: Iyer
authors.forename: Yanze
authors.initials: Y
authors.lastname: Liu
mesh_terms: D001713:Biphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry; D005947:Glucose / Q000031:analogs & derivatives* / Q000737:chemistry; D047348:Hydrolyzable Tannins; D008958:Models, Molecular; D010944:Plants / Q000737:chemistry / Q000378:metabolism; D013634:Tannins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001713:Biphenyl Compounds; D047348:Hydrolyzable Tannins; D013634:Tannins; C013515:ellagitannin; D005947:Glucose