Categories: C=O Bond Formation > Synthesis of aldehydes >
Synthesis of aldehydes by isomerisations
Recent Literature
An operationally simple palladium-catalyzed isomerization of highly substituted
allylic alcohols and alkenyl alcohols is applicable to a broad range of
substrates and displays a wide functional group tolerance. Carbonyl compounds
can usually be isolated in high chemical yield. Experimental and computational
mechanistic investigations provide evidence for a chain-walking process
consisting of repeated migratory insertion/β-H elimination sequences.
E. Larionov, L. Lin, L. Guénée, C. Mazet,
J. Am. Chem. Soc., 2014,
136, 16882-16894.
A rhodium complex derived from a planar-chiral bidentate phosphaferrocene
ligand serves as an effective catalyst for asymmetric isomerizations of allylic
alcohols to aldehydes. The method offers improved yields, scope, and
enantioselectivities. The catalyst is air-stable and can be recovered at the end
of the reaction.
K. Tanaka, G. C. Fu, J. Org. Chem., 2001,
66, 8154-8159.
DABCO is a suitable catalyst for the isomerization of γ-hydroxy enones in an
organocatalytic redox isomerization strategy for the synthesis of
1,4-ketoaldehydes in high yields.
K. Mondal, B. Mondal, S. C. Pan, J. Org. Chem.,
2016,
81, 4835-4840.