ChemInform Abstract: New Conformationally Restricted Phosphorus- and Sulfur-Containing Structure Mimetics of Glutamic Acid — Pro-Glu Chimeras.

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  • 1999 amino acids, peptides

    amino acids, peptidesU 0400

    20 - 166New Conformationally Restricted Phosphorus- and Sulfur-ContainingStructure Mimetics of Glutamic Acid Pro-Glu Chimeras. Treatment of N-chloromethylated hexafluoroacetone protected -amino acids(I) with base generates 1,3-dipoles which are trapped by added activatedolefins (II). The resulting cycloadducts (III) can be readily cleaved to prolinederivatives (IV). (SCHEDEL, HARTMUT; SIELER, JOACHIM; HENNIG,LOTHAR; BURGER, KLAUS; Synthesis (1999) 1, 152-156; Inst. Org. Chem.,Univ. Leipzig, D-04103 Leipzig, Germany; EN)

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