title: Preparation of 2-iodo allylic alcohols from 2-butyn-1,4-diol.
abstract: The conversion of 2-butyn-1,4-diol to (Z)-2,4-diiodobut-2-en-1-ol proceeded efficiently using in situ generated trimethylsilyl iodide. Coupling with Grignard reagents and other nucleophiles delivered (2Z)-2-iodo allylic alcohols. The geometry of the products was established by nOe.
authors.affiliation: Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA. taberdf@udel.edu
authors.forename: Douglass F
authors.initials: DF
authors.lastname: Taber
authors.forename: M Inthikhab
authors.initials: MI
authors.lastname: Sikkander
authors.forename: James F
authors.initials: JF
authors.lastname: Berry
authors.forename: Kevin J
authors.initials: KJ
authors.lastname: Frankowski
mesh_terms: D002072:Butylene Glycols / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D020005:Propanols / Q000138:chemical synthesis* / Q000737:chemistry; D013055:Spectrophotometry, Infrared
chemical_list: D002072:Butylene Glycols; D020005:Propanols; C006463:allyl alcohol; C009733:2-butyne-1,4-diol