Atheoretical study ofthe stereochemical course of theacidcyclizationoftwo 5-oxogermacren-6,12-olides epimeric in C4

Victor Kesternich, Carlos Contreras-Ortega, Rolando Martinez

Research output: Contribution to journalArticlepeer-review

Abstract

The theoretical study of both the conformational distribution and the acid cyclization of two epimeric 5-oxogermacren-6,12-olides in C4 is described. Our results on the stereochemistry of the cyclization products, 5-hydroxyguaian-6,12-olides, agree with experimental results reported previously. Curtin-Hammetprinciple and Hammondpostulate are used to propose reaction pathways consistent with above results.The theoretical results were obtained by using a MM2 program from HyperChem 4.5.

Original languageEnglish
Pages (from-to)271-279
Number of pages9
JournalBoletin de la Sociedad Chilena de Quimica
Volume46
Issue number3
Publication statusPublished - 2001

Keywords

  • Germacranolides
  • Guaianolides
  • Mm2 program
  • Sesquiterpenic lactones

ASJC Scopus subject areas

  • Chemistry(all)

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