Ontology highlight
ABSTRACT:
SUBMITTER: Paterson I
PROVIDER: S-EPMC4499261 | biostudies-literature | 2014 Mar
REPOSITORIES: biostudies-literature
Paterson Ian I Ng Kenneth K-H KK Williams Simon S Millican David C DC Dalby Stephen M SM
Angewandte Chemie (International ed. in English) 20140130 10
Leiodermatolide is an antimitotic macrolide isolated from the marine sponge Leiodermatium sp. whose potentially novel tubulin-targeting mechanism of action makes it an exciting lead for anticancer drug discovery. In pursuit of a sustainable supply, we report a highly stereocontrolled total synthesis (3.2% yield) based on a convergent sequence of palladium-mediated fragment assembly and macrolactonization. Boron-mediated aldol reactions were used to configure the three key fragments 2, 5, and 6 b ...[more]