title: Gold-catalyzed cycloaddition reactions of ethyl diazoacetate, nitrosoarenes, and vinyldiazo carbonyl compounds: synthesis of isoxazolidine and benzo[b]azepine derivatives.
abstract: Gold-catalyzed cycloadditions of ethyl diazoacetate, nitrosoarenes, and vinyldiazo carbonyl species to yield isoxazolidine derivatives stereoselectively are described. Treatment of these isoxazolidine products with the same catalyst results in a novel 1,2-H shift/[3,3] rearrangement to give benzo[b]azepine compounds. The mechanism of this skeletal rearrangement is elucidated with deuterium-labeling experiments.
authors.affiliation: Department of Chemistry, National Tsing-Hua University, Hsinchu, 30043, Taiwan (ROC).
authors.forename: Vinayak Vishnu
authors.initials: VV
authors.lastname: Pagar
authors.forename: Rai-Shung
authors.initials: RS
authors.lastname: Liu
keywords: cycloaddition; diazo compounds; gold; heterocycles; synthetic methods