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Synfacts 2019; 15(12): 1448
DOI: 10.1055/s-0039-1691277
DOI: 10.1055/s-0039-1691277
Peptide Chemistry
Synthesis of Dehydroamino Acids through Stereospecific Elimination
Further Information
Publication History
Publication Date:
18 November 2019 (online)
Key words
dehydroamino acids - asymmetric synthesis - cyclic sulfamidites - phomopsin - hydroxyamino acids - eliminationSignificance
Dehydroamino acids are present in various biologically active natural products. The authors have developed an efficient and stereoselective method for the synthesis of tri- or tetrasubstituted α,β-dehydroamino acids from readily available β-hydroxyamino acids.
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Comment
Cyclic sulfamidites, derived from readily available β-hydroxyamino acids, are efficient substrates for the stereoselective synthesis of α,β-dehydroamino acids. The developed method was used in a synthesis of the tripeptide side chain of phomopsin A.
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