Abstract
A highly regioselective allylic substitution of β-silyl allylic alcohols has been achieved that provides the branched isomer as a single product. This high level of regiocontrol is achieved through the use of a vinyl silane group that can perform a Hiyama coupling providing 1,3-disubstituted allylic amines. An unusual oxidative fragmentation product was also observed at elevated temperature that appears to proceed by a Fleming–Tamao-type oxidation–elimination pathway.
Original language | English |
---|---|
Pages (from-to) | 4891-4895 |
Number of pages | 5 |
Journal | Chemistry - A European Journal |
Volume | 20 |
Issue number | 17 |
Early online date | 27 Mar 2014 |
DOIs | |
Publication status | Published - 22 Apr 2014 |