Cardiotonic steroids. Part 10. Synthesis of digitoxigenin from 3β-acetoxyandrost-5-en-17-one involving palladium-induced rearrangement of an allylic epoxide
Abstract
A synthesis of digitoxigenin (1) from 3β-acetoxyandrost-5-en-17-one (2) is presented. In the key step, the allylic epoxide (8) was subjected to palladium-induced rearrangement to give the butanolide (9).