Concise synthesis of the C-1–C-12 fragment of amphidinolides T1–T5

Abstract

The C-1–C-12 segment of the amphidinolides T1–T5 has been synthesised in an efficient manner. The key transformations are highly diastereoselective rearrangement of an oxonium ylide, or metal-bound ylide equivalent, produced by intramolecular reaction of a copper carbenoid with an allylic ether, and macrocyclic fragment coupling by one-pot ring-closing metathesis and hydrogenation.