Total Synthesis of (-)-Agelastatin A: The Application of a Sequential Sigmatropic Rearrangement

An enantioselective total synthesis of (-)-agelastatin A from (-)-2,3-O-isopropylidene-D-threitol is described. The sequential Overman/ Mislow-Evans rearrangement of the allylic bistrichloroimidate is the key step, which efficiently installed a diaminohydroxy group.