One-Pot Stereoselective Double Intramolecular Oxymercuration: Synthesis of Four Isomers of an Unsymmetrical Bis-Tetrahydrofuran Ring System

Stereoselective one‐pot double intramolecular oxymercuration has been demonstrated to be the key reaction in the efficient preparation of the mono‐hydroxylated bis‐tetrahydrofuran ring system present in asimitrin and salzmanolin, two naturally occurring biologically active nonclassical acetogenins. An efficient preparation of a mono‐hydroxylated bis‐tetrahydrofuran ring system present in asimitrin and salzmanolin, two naturally occurring biologically active nonclassical acetogenins, has been achieved by a one‐pot stereoselective double intramolecular oxymercuration as the key reaction.