Preparation and reactivity of α-phenylselenenyl ethers

DJ Goldsmith, DC Liotta, M Volmer, W Hoekstra…

Index: Goldsmith, David J.; Liotta, Dennis C.; Volmer, Mark; Hoekstra, William; Waykole, Liladhar Tetrahedron, 1985 , vol. 41, # 21 p. 4873 - 4880

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Citation Number: 7

Abstract

α-Phenylsclenenyl cyclic ethers may be prepared by the reactions of either lactols or lactol acetates with benzeneselenol, or from lactones by the “one-pot” process of reduction and Lewis acid catalyzed selenation. The tetrahydropyranyl phenyl selenides also exhibit a significant anomeric effect and its size has been estimated. The selenenyl ethers are converted to enol ethers through an oxidative elimination process, and an exploration of ...