A carbohydrate-based synthesis of the C13-C22 fragment of amphidinolide X

Abstract

A facile carbohydrate-based route was developed for the synthesis of the tetrahydrofuran (C13-C22) fragment of amphidinolide X. Starting from L-sorbose, the key reactions followed include the stereoselective synthesis of a quaternary center at C1, Barton-McCombie deoxygenation at C2, Mitsunobu inversion at C3, and chain elongation by a Wittig reaction at C5. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.