Alkoxide-Directed Hydride Addition to α,β-Unsaturated Sultones
摘要:
Seven- and eight-membered beta,y-unsaturated sultones were readily prepared by ring closing metathesis. Epoxidation of these sultones and of an analogous six-membered sultone furnished the corresponding beta,gamma-epoxy sultones efficiently. Treatment of these epoxides with a suitable base gave alpha,beta-unsaturated gamma-hydroxy sultones in high yields. Reduction of both the alpha,beta-unsaturated sultones and the epoxy sultones by Red-Al is likely to proceed in a hydroxyl-directed fashion via a mixed aluminate as the reactive intermediate.