title: Gold catalyzed carbocyclization of dienyl acetates to construct mutifunctionalized 3-vinyl cyclohexanol derivatives.
abstract: A convenient new method was developed to construct six-membered 3-vinylcyclohexanols (and piperidine products) and 6-oxabicyclo[3.2.1]octan-7-one derivatives with high diastereoselectivities from 1,6-dienyl acetates via gold catalysis. The reaction proceeded through the nucleophilic addition of the alkenes onto the allylic cation group via a 6-endo-trig process. The substrate's structure affected the configuration orientation of the allylic cation group in a boatlike transition state, which afforded either the trans-cyclohexanols or cis-piperidine derivatives.
authors.affiliation: Department of Chemistry, Renmin University of China, Beijing 100872, China.
authors.forename: Li-Li
authors.initials: LL
authors.lastname: Zhu
authors.forename: Ya-Hui
authors.initials: YH
authors.lastname: Wang
authors.forename: Yu-Xin
authors.initials: YX
authors.lastname: Zhang
authors.forename: Xiao-Xiao
authors.initials: XX
authors.lastname: Li
authors.forename: Heng
authors.initials: H
authors.lastname: Liu
authors.forename: Zili
authors.initials: Z
authors.lastname: Chen