Callipeltoside A: assignment of absolute and relative configuration by total synthesis.

Abstract

A series of highly stereospecific reactions were used in the total synthesis of callipeltoside A (1), thus allowing the assignment of its absolute and relative configuration. a) Schmidt glycosylation, b) Ru Alder–ene coupling, c) Emmons–Wadsworth–Horner olefination, d) chiral auxiliary directed alkylation, e) asymmetric allylic Pd alkylation.