Total Synthesis of (+)-Panacene.
Neanne AlnaftaJohannes P SchmidtCaroline L NesbittChristopher S P McErleanPublished in: Organic letters (2016)
The first total synthesis of the naturally occurring enantiomer of the marine bromoallene (+)-panacene is described. Central to this concise enantioselective synthesis was the use of a Noyori transfer hydrogenation for a Dynamic Kinetic Resolution (DKR) that set the desired absolute stereochemistry. A highly stereoselective Julia coupling was then used to install a Z-configured enyne, which enabled the biomimetic construction of the axially chiral bromoallene.