Synthesis of proline-based diketopiperazine scaffolds.
A number of natural products with interesting biological properties are based on a diketopiperazine scaffold. In this context, we have developed a diversity oriented and efficient synthetic strategy to highly functionalized proline-based diketopiperazines. In this paper we describe the stereoselective synthesis of various scaffolds resembling abundant natural product core structures. These scaffolds can be conjugated to a solid phase and are thus platforms for the construction of small compound libraries and the synthesis of natural products with diketopiperazine cores.
Deppermann
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Department of Chemistry, University of Giessen, Heinrich-Buff-Ring 58, 35390 Giessen, Germany.
Prenzel
A H G P
AH
Beitat
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A
Maison
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D001688:Biological Products / Q000138:chemical synthesis; D020650:Combinatorial Chemistry Techniques; D000077489:Piperazine; D010879:Piperazines / Q000737:chemistry*; D011392:Proline / Q000737:chemistry*; D054852:Small Molecule Libraries / Q000138:chemical synthesis; D013237:Stereoisomerism
D001688:Biological Products; D010879:Piperazines; D054852:Small Molecule Libraries; D000077489:Piperazine; D011392:Proline