ABSTRACT
This chapter deals with the synthetic approaches towards natural products that are in their own right C-glycosides or contain structural features that are highly reminiscent of C-glycosides. Pseudomonic acid A and B are highly oxygenated naturally occurring C-glycosides. Keck and co-workers also employed the chiron approach in their synthesis of pseudomonic acid C and one of the main features of their synthesis is a free radical based key carbon-carbon bond forming reaction. Curran and Suh used a combination of the Ireland ester enolate rearrangement and palladium mediated coupling to install the two carbon chains of pseudomonic acid C. The cyclohexylidene was hydrolyzed to give crystalline ethyl monate 126 which has been previously converted into pseudomonic acid C. Swiss workers also relied on the ready availability of carbohydrates as the starting point for their synthetic studies towards the pseudomonic acids.
