title: Stereospecific Syntheses of 5-Alkyl-3-ethoxy-2-((phenylchalcogeno)methylene)tetrahydrofurans.
abstract: 2-Ethoxy-4-(phenylchalcogeno)but-3-ynyl ketones 1-10 were reduced with LiBH(4) in Et(2)O diastereoselectively to give 5-(phenylchalcogeno)pent-4-yn-1-ols 11-20. Treatment of the phenylchalcogen-substituted alkynyl alcohols 11-20 with t-BuOK in t-BuOH provided useful (Z)-2-((phenylchalcogeno)methylene)tetrahydrofurans 21-31 stereoselectively.
authors.affiliation: Gifu University, Faculty of Education, Yanagido, Gifu 501-11, Japan, Gifu Pharmaceutical University, 6-1 Mitahora-higashi 5-chome, Gifu 502, Japan, and Kinki University, Faculty of Pharmaceutical Sciences, 3-4-1, Kowakae, Higashi-osaka, Osaka 577, Japan.
authors.forename: Mitsuhiro
authors.initials: M
authors.lastname: Yoshimatsu
authors.forename: Motoyo
authors.initials: M
authors.lastname: Naito
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Shimizu
authors.forename: Osamu
authors.initials: O
authors.lastname: Muraoka
authors.forename: Genzoh
authors.initials: G
authors.lastname: Tanabe
authors.forename: Tadashi
authors.initials: T
authors.lastname: Kataoka