The
structurally intriguing terpenes pallambins C and D have been
assembled in only 11 steps from a cheap commodity chemical: furfuryl
alcohol. This synthesis, which features a redox-economic approach
free of protecting-group manipulations, assembles all four-ring systems
via a sequential cyclization strategy. Of these four-ring constructing
operations, two are classical (Robinson annulation and Mukaiyama aldol)
and two are newly devised. During the course of this work a method
for the difunctionalization of enol ethers was developed, and the
scope of this transformation was explored.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.