title: Total syntheses of oroidin, hymenidin and clathrodin.
abstract: The total syntheses of oroidin, hymenidin and clathrodin are reported via the intermediacy of an imidazo[1,2-a]pyrimidine derivative. The chemistry described herein obviates the need for expensive guanidine reagents, multiply protected prefunctionalized 2-aminoimidazole synthons, or the need for laborious olefinations thereby achieving synthetic efficiency amenable to scale-up. The approach outlined in this manuscript provides an opportunity for further functionalizations through the imidazo[1,2-a]pyrimidine core and through functional groups placed strategically on the side chain.
authors.affiliation: Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, North Dartmouth, MA 02747, USA. srasapalli@umassd.edu
authors.forename: Sivappa
authors.initials: S
authors.lastname: Rasapalli
authors.forename: Venkatreddy
authors.initials: V
authors.lastname: Kumbam
authors.forename: Abasaheb N
authors.initials: AN
authors.lastname: Dhawane
authors.forename: James A
authors.initials: JA
authors.lastname: Golen
authors.forename: Carl J
authors.initials: CJ
authors.lastname: Lovely
authors.forename: Arnold L
authors.initials: AL
authors.lastname: Rheingold
mesh_terms: D008958:Models, Molecular; D011743:Pyrimidines / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis*
chemical_list: D011743:Pyrimidines; D011758:Pyrroles; C077211:clathrodin; C050529:hymenidin; C077209:oroidin