Development of a Directed Ketal Hydrogenation for the Synthesis of a Key Intermediate of Lanabecestat
Rachel H. Munday
Abstract:A new
route to a key ether intermediate in the synthesis of Lanabecestat
is described. A directed hydrogenation approach was investigated as
an alternative to the previous route, which used a borane reduction
of a diketone giving a selectivity of 80:20. Directed hydrogenation
of an enol ether intermediate gave a selectivity of >99:1 for the
desired ether but the enol ether was problematic to synthesize and
isolate. The ketal was investigated as an alternative substrate and
found to give the same high selectivi… Show more
Set email alert for when this publication receives citations?
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.