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Recent Advances in the Catalytic Asymmetric Synthesis of β2- and β2,2-Amino Acids

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2020, 期 16, 页码 2350-2361

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901596

关键词

Amino acids; Asymmetric catalysis; Homogeneous catalysis; Peptidomimetics; Synthetic methods

资金

  1. JST, ACT-C [JPMJCR12YO]
  2. JSPS KAKENHI [JP16K18856, JP18K14878]

向作者/读者索取更多资源

The importance of beta-amino acids for peptidomimetics and their presence in numerous natural products and pharmaceuticals make the development of the corresponding synthetic procedures a task of high practical significance. Herein, we focus on the recent developments in the catalytic asymmetric synthesis of beta(2)- and beta(2,2)-amino acids. The examples are arranged according to strategic bond disconnections. Despite the abundance of feasible approaches, only a handful of reaction types can effectively furnish beta(2)- and beta(2,2)-amino acid derivatives with sufficient enantioselectivity suitable for peptide applications. These include asymmetric hydrogenation or conjugate addition of acrylates, alpha-functionalization of beta-amino acid enolate precursors, and aminomethylation of carbonyl compounds. Hence, future research directions are discussed considering these literature precedents.

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