Synthesis of β-Silyl-α-amino Acid Derivatives by Cu-Catalyzed Regio- and Enantioselective Silylamination of α,β-Unsaturated Esters
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Description
Kobayashi T., Nishino S., Miura M., et al. Synthesis of β-Silyl-α-amino Acid Derivatives by Cu-Catalyzed Regio- and Enantioselective Silylamination of α,β-Unsaturated Esters. Organic Letters. 24(6), 1418-1422, (2022), 18 February 2022; © 2022 American Chemical Society. https://doi.org/10.1021/acs.orglett.2c00309.
A copper-catalyzed silylamination of α,β-unsaturated esters with silylboranes and hydroxylamines has been developed to afford the corresponding β-silyl-α-amino acid derivatives, which are of great interest in medicinal and pharmaceutical chemistry. Additionally, by using a suitable chiral bisphosphine ligand, the asymmetric induction is possible, delivering the optically active β-silyl-α-amino acids with synthetically acceptable diastereomeric ratios (55:45-82:18 dr) and high enantiomeric ratios (81:19-99:1 er).
Journal
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- Organic Letters
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Organic Letters 24 (6), 1418-1422, 2022-02-18
American Chemical Society
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Keywords
- Chemical Sciences not elsewhere classified
- 18 dr
- Immunology
- Biochemistry
- β ‑ silyl
- Catalysis
- catalyzed regio
- Genetics
- optically active β
- amino acid derivatives
- Amino Acids
- Molecular Biology
- corresponding β
- great interest
- catalyzed silylamination
- Amination
- Pharmacology
- amino acids
- 45 – 82
- 19 – 99
- Molecular Structure
- high enantiomeric ratios
- Silicon Compounds
- 1 er )
- enantioselective silylamination
- Esters
- Stereoisomerism
- pharmaceutical chemistry
- asymmetric induction
- unsaturated esters
- Medicine
- Copper
- Biotechnology
- Developmental Biology
Details 詳細情報について
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- CRID
- 1050581168899591680
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- ISSN
- 15237052
- 15237060
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- HANDLE
- 11094/92693
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- PubMed
- 35112875
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- Text Lang
- en
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- Article Type
- journal article
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- Data Source
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- IRDB
- Crossref
- KAKEN
- OpenAIRE
