Short Formal Synthesis of (-)-Platencin

Konrad Tiefenbacher*, Johann Mulzer, Prof.*

Angewandte Chemie, International Edition (2008), 47(33), 6199-6200.

Short and sweet: A five-step, protecting-group-free formal synthesis of (-)-platencin from commercially available (-)-perillaldehyde (see retrosynthetic scheme) features a highly diastereoselective Diels-Alder reaction and a ring-closing metathesis as key steps.