Synthesis of an Acyclic C1–C11 Fragment of Peloruside B

Abstract

AbstractThe 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.