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Synthesis 2021; 53(10): 1833-1841
DOI: 10.1055/a-1337-4684
paper

Controllable Lewis Base Catalyzed Michael Addition of α-Amino­nitriles to Activated Alkenes: Facile Synthesis of Functionalized γ-Amino Acid Esters and γ-Lactams

Ze-Ying He
a   Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P. R. of China
b   Zhuhai College of Jilin University, Jilin University, Zhuhai 519041, P. R. of China
,
Ho-Chol Jang
a   Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P. R. of China
,
Le-Sheng Teng
c   College of Life Sciences, Jilin University, Changchun 130012, P. R. of China
,
Zhong-Lin Wei∗
a   Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P. R. of China
,
Wei-Wei Liao∗
a   Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P. R. of China
› Author AffiliationsNational Natural Science Foundation of China (21772063).
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Abstract

A novel protocol for the synthesis of functionalized γ-amino acid esters and γ-lactams through a controllable Lewis base catalyzed Michael addition of α-aminonitriles to simple activated alkenes has been developed. The scope, versatility, and efficiency of the process were demonstrated.

Key words

Lewis base - catalysis - Michael addition - α-amino nitriles - γ-amino acid derivatives

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-1337-4684.
  • Supporting Information


Publication History

Received: 26 November 2020

Accepted after revision: 15 December 2020

Accepted Manuscript online:
15 December 2020

Article published online:
12 January 2021

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