title: LDA-catalyzed cycloisomerization of 2-(2-propynyloxy)ethyl iodides leading to 3-(iodomethylene)tetrahydrofurans.
abstract: LDA catalyzes cycloisomerization of 2-(2-propynyloxy)ethyl iodides to give 3-(iodomethylene)tetrahydrofurans. The reaction is proposed to proceed through a mechanism involving exo-cyclization of an alkynyllithium intermediate and protonation of the resulting alkylidene carbenoid by the starting iodide. [reaction: see text]
authors.affiliation: Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan. harada@chem.kit.ac.jp
authors.forename: Toshiro
authors.initials: T
authors.lastname: Harada
authors.forename: Keiko
authors.initials: K
authors.lastname: Muramatsu
authors.forename: Takayuki
authors.initials: T
authors.lastname: Fujiwara
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Kataoka
authors.forename: Akira
authors.initials: A
authors.lastname: Oku