title: Synthesis of Functionalized Furans via Chemoselective Reduction/Wittig Reaction Using Catalytic Triethylamine and Phosphine.
abstract: An efficient protocol for the synthesis of highly functionalized furans via intramolecular Wittig reaction has been developed using catalytic amounts of phosphine and triethylamine. Silyl chloride served as the initial promoter to activate the phosphine oxide. Reduction of the activated phosphine oxide by hydrosilane resulted in generation of phosphine, while decomposition of Et3N·HCl resulted in regeneration of base, which mediated formation of phosphorus ylide. Remarkably, the in situ generated byproduct, Et3N·HCl, also catalyzes reduction of phosphine oxide.
authors.affiliation: Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan ROC.
authors.forename: Chia-Jui
authors.initials: CJ
authors.lastname: Lee
authors.affiliation: Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan ROC.
authors.forename: Tzu-Hsiu
authors.initials: TH
authors.lastname: Chang
authors.affiliation: Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan ROC.
authors.forename: Jhen-Kuei
authors.initials: JK
authors.lastname: Yu
authors.affiliation: Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan ROC.
authors.forename: Ganapuram
authors.initials: G
authors.lastname: Madhusudhan Reddy
authors.affiliation: Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan ROC.
authors.forename: Ming-Yu
authors.initials: MY
authors.lastname: Hsiao
authors.affiliation: Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan ROC.
authors.forename: Wenwei
authors.initials: W
authors.lastname: Lin