Dioscorone. Regioselective Oxxmercuration of 2-Azabicyclo[2. 2]oct-5-ene

Abstract
Oxymercuration of 2-azabicylo[2.2.2]oct-5-ane 1 occurs regioselectively to give a50:50 mixture of 5-syn-and 5-anti-isoquinculidinols 2 which can be converted to dioscorone 5.