Synthesis of the C1–C27 portion of the aplyronines

This manuscript describes the use of the anti,anti-diastereoselective aldol reaction of an efficiently generated dipropionate equivalent to construct the C5–C14-portion of the aplyronines. This portion was then coupled with a compound corresponding to C15–C20 of the targets. Further elaboration and an additional coupling led to an intermediate containing C1–C27 with appropriate stereochemistry and functionalization for eventual conversion into the aplyronines.