Synfacts 2023; 19(08): 0845
DOI: 10.1055/s-0042-1752852
Peptide Chemistry

Synthesis of Unnatural Amino Acids from in situ Generated Glycine Cation Equivalents

Rezensent(en):
Hisashi Yamamoto
,
Isai Ramakrishna
Grumbach H.-J, Merla B, Risch N. * Universität-GH Paderborn, Germany
Efficient Synthesis of Racemic α-Aryl-α-Amino Acid Esters via Aminoalkylation with in situ Generated Glycine Cation Equivalents.

Synthesis 1999; 1027-1033
DOI: 10.1055/s-1999-3497.
 

Significance

Unnatural amino acids, especially α-aryl-α-amino acids, are ubiquitous building blocks found in many natural products and biologically ­active compounds. The authors developed an efficient method for the synthesis of unnatural amino acid esters by amino alkylation with in situ gener­ated glycine cation equivalents.


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Comment

The aminoalkylation of phenols and aromatic N- and O-heteroaromatics with in situ generated glycine cation equivalents proceeded smoothly and offer various unnatural α-aryl-α-­amino acid esters in good yields. This method is practically simple and showcases a broad functional group tolerance.


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Publikationsverlauf

Artikel online veröffentlicht:
14. Juli 2023

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