Progress toward the synthesis of the basiliolides and transtaganolides: an intramolecular pyrone Diels-Alder entry into a novel class of natural products.
Efforts directed toward the synthesis of a basiliolide/transtaganolide model system are disclosed. A highly endo-selective intramolecular pyrone Diels-Alder (IMPDA) cycloaddition rapidly constructs the tricyclic core of the basiliolides and transtaganolides.
Nelson
Hosea M
HM
The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Stoltz
Brian M
BM
D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry / Q000145:classification; D003500:Cyclization; D006572:Heterocyclic Compounds, Bridged-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D011753:Pyrones / Q000737:chemistry; D013237:Stereoisomerism; D053629:Thapsia / Q000737:chemistry; D019284:Thapsigargin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
D001688:Biological Products; D006572:Heterocyclic Compounds, Bridged-Ring; D011753:Pyrones; D019284:Thapsigargin