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