title: A stereoconvergent intramolecular Diels-Alder cycloaddition related to the construction of the decalin core of neo-clerodane diterpenoids.
abstract: Several examples of a highly specific, stereoconvergent intramolecular Diels-Alder cycloaddition that led to the trans-decalin core of neo-clerodane diterpenoids are described. The relative configuration adjacent to the dienophile, which led to C4 of the decalin system, as well as the electron-withdrawing effects of various substituents and conformational rigidity of the Diels-Alder precursors were explored.
authors.affiliation: Department of Chemistry, The University of Texas at Tyler, Tyler, Texas 75799, USA. sbutler@uttyler.edu
authors.forename: Sean C
authors.initials: SC
authors.lastname: Butler
authors.forename: Craig J
authors.initials: CJ
authors.lastname: Forsyth
mesh_terms: D061565:Cycloaddition Reaction; D004224:Diterpenes / Q000737:chemistry*; D045785:Diterpenes, Clerodane / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; D045785:Diterpenes, Clerodane