August 31, 2001

Anodic Oxidation Reactions: the Total Synthesis of (+)-Nemorensic Acid

Bin Liu and Kevin D Moeller
Tetrahedron Letters, 2001, 42(41), 7163-7165
 

The anodic coupling of an enol ether to an oxygen nucleophile has been used as a key step in the total synthesis of (+)-nemorensic acid. The anodic cyclization reaction allows for a reversal in the way the tetrahydrofuran ring of the natural product is normally assembled and thus enables construction of the ring in a highly stereoselective fashion.

The anodic coupling of a ketene dithioacetal and an oxygen nucleophile has been used as the key step in an 11-step synthesis of (+)-nemorensic acid.