Williams, Brett Daniel

Email Address
ORCID
Disciplines
Research Projects
Organizational Units
Position
Introduction
Research Interests

Filters

1
1
20131
1
1
Reset filters

Settings

Search Results

Now showing 1 - 1 of 1
  • Publication
    Total Synthesis of (+)-18-Epi-Latrunculol A
    (2013-01-01) Williams, Brett Daniel
    The total synthesis of (+)-18-epi-latrunculol A was undertaken to provide synthetic access to a sufficient amount of the scarce, sponge-derived macrolide to facilitate further biological evaluation. Preliminary bioassays revealed (+)-18-epi-latrunculol A to exhibit a selective, solid tumor cytotoxicity, while being devoid of the actin depolymerization activity customary to the latrunculin family of natural products, making the epimeric natural product a compound of interest for chemotherapeutics. An enantioselective total synthesis of (+)-18-epi-latrunculol A was accomplished; key features of the synthesis include a functional group compatible cross metathesis reaction, an acid mediated cyclization/equilibration, a Carreira alkynylation, and a late-stage Mitsunobu macrolactonization. Finally, a novel method was also discovered to achieve the cyclization of delta-hydroxy-E-enones under mild, photochemical conditions.