Total Synthesis of Prelaureatin

Abstract

Total synthesis of prelaureatin, which is an 8-membered cyclic ether isolated from red alga Laurencia nipponica, has been achieved through a process including stereoselective introduction of two allyl groups starting from galactose pentaacetate, cleavage of the hexose ring, and transformation of an acyclic triene into an oxocene by selective ring-closing metathesis.