Synthesis 2022; 54(20): 4495-4502
DOI: 10.1055/a-1878-8084
paper

Construction of Quaternary Allylic Amino Acid Derivatives through Palladium-Catalyzed Allylic Alkylation Reaction of Azlactones with Vinyl Aziridine

Ke-Xin Huang
a   School of Biological and Chemical Engineering, Nanyang Institute of Technology, Nanyang, Henan 473000, P. R. of China
,
Zhao-Yang Chen
a   School of Biological and Chemical Engineering, Nanyang Institute of Technology, Nanyang, Henan 473000, P. R. of China
,
Xue-Guo Liu
a   School of Biological and Chemical Engineering, Nanyang Institute of Technology, Nanyang, Henan 473000, P. R. of China
,
Hong-Yong Ye
a   School of Biological and Chemical Engineering, Nanyang Institute of Technology, Nanyang, Henan 473000, P. R. of China
,
Wen-Chao Gao
b   School of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan 473000, P. R. of China
› Institutsangaben
We are grateful for the financial support from Youth Foundation of Henan Scientific Committee (No. 222300420249), Foundation of Henan Education Committee (No. 21A150039) and Doctoral Research Start-up Fund project of Nanyang Institute of Technology (No. NGBJ-2021-03).


Abstract

A highly efficient Pd-catalyzed allylic alkylation reaction of azlactones with vinyl aziridine has been achieved for the first time to access­ functionalized quaternary allylic amino acid derivatives (17 examples, up to 89% yield and 80% ee). Moreover, the broad scope and easy transformations of the products reinforce the value of this approach, which can enrich the chemistry of quaternary allylic amino acid derivatives.

Supporting Information



Publikationsverlauf

Eingereicht: 15. April 2022

Angenommen nach Revision: 20. Juni 2022

Accepted Manuscript online:
20. Juni 2022

Artikel online veröffentlicht:
27. Juli 2022

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