Synthesis of an Acyclic C1–C11 Fragment of Peloruside B

The synthesis of a C1 reduced form of the C1-C11 fragment of peloruside B has been achieved in 15 synthetic steps. The strategy involved the use of D-tartaric acid to set the absolute stereochemistry and a 1,5-anti Mukiayama aldol reaction. Analog synthesis of C8-C11 is also reported, which enables changes at the C10 position of peloruside B to be made. The synthesis of the fragment concludes with C1 in the protected alcohol state rather than the natural ester.