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.
The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Hosea M
HM
Nelson
Brian M
BM
Stoltz
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