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The Synthesis of <i>cis</i>‐ and <i>trans</i>‐Fused Bicyclic Sugar Amino Acids
13
Citations
32
References
2006
Year
Bioorganic ChemistryPeptide EngineeringGlycobiologyMolecular BiologyOrganic ChemistryPeptide SciencePeptide TherapeuticsChemistryMedicinal ChemistryStereoselective SynthesisPetasis OlefinationBiochemistryDiversity-oriented SynthesisRing‐closing MetathesisTetrapeptide 36Natural SciencesPeptide LibraryPeptide TherapeuticPeptide SynthesisMedicineSynthetic Chemistry
Abstract Four isomeric bicyclic sugar amino acids (SAAs) were prepared from α‐acetylenic‐ C ‐glucoside 6 by employing a Petasis olefination and a ring‐closing metathesis (RCM) as key steps. The applicability of the resulting SAAs in solid‐phase peptide synthesis was demonstrated by the synthesis of tetrapeptide 36 . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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