Synergistic Pd/Cu catalysis for stereoselective allylation of vinylethylene carbonates with glycine iminoesters: Enantioselective access to diverse trisubstituted allylic amino acid derivatives
2021; Elsevier BV; Volume: 2; Issue: 2 Linguagem: Inglês
10.1016/j.gresc.2021.04.004
ISSN2666-5549
AutoresMiaolin Ke, Zhigang Liu, Ke Zhang, Sheng Zuo, Fen‐Er Chen,
Tópico(s)Catalytic C–H Functionalization Methods
ResumoWe reported a synergistic Pd/Cu catalyzed enantioselective decarboxylative allylation of vinylethylene carbonates with glycine iminoesters, which provides facile access to non-proteinogenic diverse trisubstituted allylic amino acid derivatives in high yields, exclusive regioselectivities and excellent stereoselectivities. This reaction tolerates a wide range of γ and β-aryl substituted vinylethylene carbonates with either electron-donating or electron-withdrawing groups. Significantly, this method was proven to be sufficient in the gram scale synthesis of chiral trisubstituted allylic amino acid while retaining the enantioselectivity and geometric control.
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