title: Structural revision and total synthesis of caraphenol B and C.
abstract: Chemical syntheses of two stereochemically unique resveratrol dimers, caraphenols B and C, have shown that their structures are misassigned. Thoughts on their potential chemical etiology led to an alternate structural proposal that has been confirmed through synthesis, one indicating that the substituents on their respective indane systems exist in a relative trans,trans orientation rather than the originally postulated all-cis arrangement.
authors.affiliation: Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, New York 10027, USA. sas2197@columbia.edu
authors.forename: Scott A
authors.initials: SA
authors.lastname: Snyder
authors.forename: Zachary G
authors.initials: ZG
authors.lastname: Brill
mesh_terms: D018360:Crystallography, X-Ray; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D000077185:Resveratrol; D013237:Stereoisomerism; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D010636:Phenols; D013267:Stilbenes; C568378:caraphenol B; C568379:caraphenol C; D000077185:Resveratrol