Improved and scalable synthesis of building blocks for the modular synthesis of teraryl-based alpha-helix mimetics
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- Trobe, M. & Breinbauer, R. Monatsh Chem (2016) 147: 509. doi:10.1007/s00706-015-1599-0
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The modular synthesis of teraryl-based alpha-helix mimetics can be accomplished by sequential Suzuki-couplings of arylboronic acid building blocks with 4-iodophenyltriflate core-fragments. We report about new synthetic accesses to core fragments featuring the side chains of Leu, Lys, Cys, Glu, Gln, Ser, and Thr starting from simple phenol precursors.
KeywordsBaeyer–Villiger oxidation Claisen rearrangement Iodination Peptidomimetics Protein–protein interactions Wittig reaction
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