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Synthesis of N(β)-Protected Amino Sulfenyl Methyl Formamides and Sulfonyl Methyl Formamides: A Simple Protocol
[Image: see text] Chiral amino acid-derived formamides represent one of the most versatile components in multicomponent reactions. Herein, we describe a facile synthesis of N(β)-protected amino sulfenyl methyl formamides and sulfonyl methyl formamides via the Mannich reaction of N(α)-protected amino...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7905828/ https://www.ncbi.nlm.nih.gov/pubmed/33644575 http://dx.doi.org/10.1021/acsomega.0c05419 |
Sumario: | [Image: see text] Chiral amino acid-derived formamides represent one of the most versatile components in multicomponent reactions. Herein, we describe a facile synthesis of N(β)-protected amino sulfenyl methyl formamides and sulfonyl methyl formamides via the Mannich reaction of N(α)-protected amino alkyl thiols followed by oxidation using 3-chloroperbenzoic acid (m-CPBA). This protocol is applicable to a wide range of Fmoc- and Cbz-protected amino acids. Notably, the reaction provides high yield and retains the stereochemistry of the chiral center of the starting component. |
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