Chemoenzymatic synthesis of carbocyclic oxetanocin-A involving a novel photochemical rearrangement
Abstract
The anti-herpes agent carbocyclic oxetanocin-A (–)-2 has been prepared from the bicyclic ketone 3via resolution of the bromohydrin 4(using an enzyme-catalysed trans-esterification reaction) and a photocatalysed rearrangement of the epoxide (+)-6 to the lactone (+)-7.