Total synthesis of (±)-platencin

Abstract

(Chemical Equation Presented) Resistant bacteria - beware! Platencin, a structurally novel broad-spectrum antibacterial agent, was the target of a total synthesis from o-anisic acid (see scheme). A Diels-Alder reaction with an a-substituted cyclohexenone as well as a [Ni-(cod)2]-promoted 1,4-addition enables the concise and stereocontrolled formation of the core. A protecting group free coupling with an aniline unit completed the synthesis. cod = 1,5-cyclooctadiene. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.