Issue 24, 2022

Highly diastereo- and enantioselective synthesis of multisubstituted allylic amino acid derivatives by allylic alkylation of a chiral glycine-based nickel complex and vinylethylene carbonates

Abstract

The asymmetric synthesis of multisubstituted allylic amino acid derivatives was accomplished by the allylic alkylation of a chiral glycine-based nickel complex with vinylethylene carbonates. High enantioselectivities and diastereoselectivities were obtained under mild reaction conditions. The gram-scale synthesis was carried out with a good yield and high enantioselectivity, indicating that the method is a highly efficient route to chiral multisubstituted allylic amino acid derivatives.

Graphical abstract: Highly diastereo- and enantioselective synthesis of multisubstituted allylic amino acid derivatives by allylic alkylation of a chiral glycine-based nickel complex and vinylethylene carbonates

Supplementary files

Article information

Article type
Communication
Submitted
18 Apr 2022
Accepted
25 May 2022
First published
26 May 2022

Org. Biomol. Chem., 2022,20, 4894-4899

Highly diastereo- and enantioselective synthesis of multisubstituted allylic amino acid derivatives by allylic alkylation of a chiral glycine-based nickel complex and vinylethylene carbonates

C. Yu, Y. Yu, L. Sun, X. Li, Z. Liu, M. Ke and F. Chen, Org. Biomol. Chem., 2022, 20, 4894 DOI: 10.1039/D2OB00726F

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