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Abstract

The term “pseudoguaianolide” has been applied to a rapidly increasing number of sesquiterpene lactones whose common feature is an abnormal guaiane skeleton resulting from migration of the C(4) methyl group to C(5) in the guaianolide system during biogenesis. The latter system can be deduced from a cyclization process of an ionic intermediary of trans farnesyl pyrophosphate (27, 60, 73, 74). These transformations (1, 3) have not yet been verified experimentally. The guaiane structure previously assigned to the first members of the pseudoguaianolides was later revised by Herz and coworkers in a series of interesting publications (42, 47, 38, 41). Establishment of their correct structure formed the basis for a systematic investigation in this field. The large number of substances which have been shown to possess this abnormal structure justifies their classification in a different group from that of the guaianolides. Pseudoguaianolides have so far been isolated from the following genera of the Compositae family: Ambrosia, Iva and Parthenium of the tribe Heliantheae and from Helenmm, Gaillardia and Balduina of the tribe Heleniae.

Keywords

Catalytic Hydrogenation Vinyl Proton Asymmetric Center Platinum Oxide Tetrahedron Letter 
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Copyright information

© Springer-Verlag / Wien 1967

Authors and Affiliations

  • J. Romo
    • 1
  • A. Romo De Vivar
    • 1
  1. 1.Mexico CityMexico

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