Aldosterone alkenes

Addition to 1-alkenes (8, 25). The critical steps in a recent synthesis of aldosterone (4) involve anti-Markovnikov addition of C6H5SeBr to 1, oxidation to the allylic bromide, and acetate displacement to give 2. The corresponding 21-monoacetate was converted to the triol 3 (0s04, N-methylmorpholine N-oxide). The final steps to 4 involved periodate cleavage and saponification.2... 

---