Categories: C=C Bond Formation >
Synthesis of enol ethers
| Related: |
 |
Recent Literature
An efficient Z-selective oxidative isomerization process of allyl ethers
catalyzed by a cobalt(II) (salen) complex using N-fluoro-2,4,6-trimethylpyridinium
trifluoromethanesulfonate (Me3NFPY•OTf) as an oxidant provides
thermodynamically less stable Z-enol ethers in excellent yields with high
geometric control. Diallyl ethers can also be isomerized at room temperature.
G. Huang, M. Ke, Y. Tao, F. Chen, J. Org. Chem., 2020, 85,
5321-5329.
Lithium diisopropylamide (LDA) promotes virtually quantitative conversion of
allylic ethers to (Z)-propenyl ethers with very high stereoselectivity in
THF at room temperature. The reaction time for the conversion increases with
more sterically hindered allylic ethers.
C. Su, P. G. Williard, Org. Lett., 2010,
12, 5378-5381.
Substituted benzofurans were synthesized from their corresponding substituted
1-allyl-2-allyloxybenzenes using ruthenium-catalyzed C- and O-allyl
isomerization followed by ring-closing metathesis.
W. A. L. van Otterlo, G. L. Morgans, L. G. Madeley, S. Kuzvidza, S. S. Moleele,
N. Thornton, C. B. de Koning, Tetrahedron, 2005,
61, 7746-7755.