| Literature DB >> 8450324 |
J Castañeda-Acosta1, N H Fischer, D Vargas.
Abstract
An investigation of BF3-mediated rearrangements of parthenolide [1] provided micheliolide [5] as a major product. Minor reaction products included 10 (14)-dehydro-5 alpha-hydroxy-trans-guaianolide [2], 9,10-dehydro-5 alpha-hydroxy-trans-guaianolide [3], the xanthanolide 2-desoxy-6-epi-parthemollin [4], 1,2-dehydro-4 alpha-hydroxyguaianolide [6], 11,13-dehydrocompressanolide [7], and bicyclo[6.2.0]dec-10(14)-en-12,6-olide [8]. Their mechanisms of formation were interpreted as rearrangements involving carbocation intermediates.Entities:
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Year: 1993 PMID： 8450324 DOI： 10.1021/np50091a013
Source DB: PubMed Journal: J Nat Prod ISSN： 0163-3864 Impact factor: 4.050