title: An approach to the synthesis of the eupomatilones.
abstract: [structure: see text] A concise approach to the eupomatilone family of lignans is presented. The strategy employs an intramolecularly competitive Ireland-Claisen rearrangement of a densely functionalized bis-allylic ester. The rearrangement serves both to construct the A-ring and to establish the stereochemistry at C(3) and C(4).
authors.affiliation: Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA.
authors.forename: Sang-phyo
authors.initials: SP
authors.lastname: Hong
authors.forename: Matthias C
authors.initials: MC
authors.lastname: McIntosh
mesh_terms: D001315:Australia; D007202:Indicators and Reagents; D017705:Lignans / Q000138:chemical synthesis*; D029562:Magnoliaceae; D008968:Molecular Conformation; D010944:Plants / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007202:Indicators and Reagents; D017705:Lignans