α-Regioselective construction of gem-bisprenyl structures via zinc-mediated prenylation of esters in THF
作者:Li-Ming Zhao、Li-Jing Wan、Shu-Qing Zhang、Rui Sun、Feng-Yan Ma
DOI:10.1016/j.tet.2013.07.008
日期:2013.9
The in situ generated prenylzinc reagent from the reaction of zinc with prenyl bromide has been shown to undergo a new type of alpha-regioselective addition reaction with a wide range of esters that affords gem-bisprenyl structures. The reaction proceeds under mild conditions to provide alpha,alpha'-adducts with complete alpha-regioselectivity. A mechanism with the consideration of the steric factors is proposed to account for the regioselective results. (C) 2013 Elsevier Ltd. All rights reserved.