title: Total synthesis of asimicin via highly stereoselective [3 + 2] annulation reactions of substituted allylsilanes.
abstract: A highly stereoselective total synthesis of (+)-asimicin (1) is reported. The synthesis features two chelate-controlled [3 + 2] annulation reactions-one of which (e.g., 2 + 3) constitutes a key, convergent fragment assembly step-that establish all of the stereochemistry of the bis-tetrahydrofuran unit of the natural product.
authors.affiliation: Department of Chemistry, University of Michigan, Ann Arbor, MI 48109-1055, USA.
authors.forename: Jennifer M
authors.initials: JM
authors.lastname: Tinsley
authors.forename: William R
authors.initials: WR
authors.lastname: Roush
mesh_terms: D005663:Furans / Q000138:chemical synthesis*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005663:Furans; D012821:Silanes; C061022:bullatacin