title: Total synthesis of (-)-tirandamycin C.
abstract: Tirandamycin C is a newly isolated member of the tetramic acid family natural products. We described herein the first enantioselective synthesis of natural (-)-tirandamycin C, the postulated biosynthetic precursor of other members of this family. The highly stereoselective (>15:1) mismatched double asymmetric γ-stannylcrotylboration reaction of aldehyde 8 with crotylborane reagent (R)-E-9 was utilized to access the key anti,anti-stereotriad 18.
authors.affiliation: Department of Chemistry, Scripps Florida, Jupiter, Florida 33458, USA.
authors.forename: Ming
authors.initials: M
authors.lastname: Chen
authors.forename: William R
authors.initials: WR
authors.lastname: Roush
mesh_terms: D000617:Aminoglycosides / Q000138:chemical synthesis*; D001688:Biological Products / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000617:Aminoglycosides; D001688:Biological Products; C545292:tirandamycin C