Categories: C-C Bond Formation > Oxygen-containing molecules, Nitrogen-containing molecules > Carbonyl compounds >
Synthesis of β-amino ketones, aldehydes and derivatives
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The combination of Ni and HAT photocatalysis
successfully enables the ring opening of N-tosyl styrenyl aziridines with
aldehydes to provide a variety of β-amino ketones with complete regiocontrol.
Whereas aldehydes are converted into acyl radicals by TBADT under irradiation, the
Ni catalyst is engaged in the ring
opening of aziridines and the following carbon-carbon bond-forming step.
P. Fan, Y. Jin, J. Liu, R. Wang, C. Wang, Org. Lett., 2021, 23,
7364-7369.
Upon exposure of enamides to aldehydes in the presence of a chiral NHC catalyst,
C-C bond formation provides N-protected amines, bearing a quaternary
carbon center, in good yields and with high enantioselectivities.
J. Wu, C. Zhao, J. Wang, J. Am. Chem. Soc., 2016,
138, 4706-4709.