Categories: C-C Bond Formation > Nitrogen-containing molecules >
Synthesis of β-Amino Acids and Derivatives by Carboxylation
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Recent Literature
In a palladium-catalyzed intermolecular aminocarbonylation of alkenes, the use
of hypervalent iodine reagent can accelerate the reaction. The current
transformation presents a convenient method to generate β-amino acid derivatives
from simple alkenes.
J. Cheng, X. Qi, M. Li, P. Chen, G. Liu, J. Am. Chem. Soc., 2015,
137, 2480-2483.
A Ni-catalyzed reductive carboxylation of N-substituted aziridines with
CO2 at atmospheric pressure provides β-amino acids, important
building blocks with considerable potential as peptidomimetics. The protocol
offers mild conditions, experimental ease, and exquisite chemo- and
regioselectivity.
J. Davies, D. Janssen-Müller, D. P. Zimin, C. S. Day, T. Yanagi, J. Elfert, R.
Martin, J. Am. Chem. Soc.,
2021, 143, 4949-4954.
Electrocarboxylation of the C(sp3)-O bond in 1,3-oxazolidin-2-ones
with CO2 provides β-amino acids. The C-O bond in substrates can be
selectively cleaved via a single electron transfer on the surface of a cathode
or through a CO2• - intermediate under additive-free conditions. A
great diversity of β-amino acids can be obtained in a moderate to excellent
yield.
L. Tao, X.-F. Liu, B.-H. Ren, H. Wang, H.-Q. Sun, K. Zhang, Y.-Q. Teng, W.-M.
Ren, X.-B. Lu, W.-Z. Zhang, Org. Lett., 2024,
26,
542-546.