10.1021/acs.orglett.5b02559.s001
Kirsten
F. Johnson
Kirsten
F.
Johnson
Adam C. Schmidt
Adam C.
Schmidt
Levi M. Stanley
Levi M.
Stanley
Rhodium-Catalyzed, Enantioselective Hydroacylation
of <i>ortho</i>-Allylbenzaldehydes
American Chemical Society
2015
yield
Rh
hydroacylation reactions
Enantioselective Hydroacylation
alkene isomerization
ee
enantioselectivitie
formation
endo
dihydro
pathway
enantioselective hydroacylation
rhodium catalyst
byproduct
NaBARF
2015-10-02 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Rhodium_Catalyzed_Enantioselective_Hydroacylation_of_i_ortho_i_Allylbenzaldehydes/2126569
The
development of a rhodium catalyst for <i>endo</i>- and enantioselective
hydroacylation of <i>ortho</i>-allylbenzaldehydes
is reported. A catalyst generated <i>in situ</i> from [Rh(COD)Cl]<sub>2</sub>, (<i>R</i>)-DTBM-SEGPHOS, and NaBARF promotes the
desired hydroacylation reactions and minimizes the formation of byproducts
from competitive alkene isomerization and ene/dehydration pathways.
These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2<i>H</i>)-one products in moderate-to-high yields (49–91%)
with excellent enantioselectivities (96–99% ee).