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Journal Article
Research Support, Non-U.S. Gov't
Cyclic Peptoids as Topological Templates: Synthesis via Central to Conformational Chirality Induction.
Organic Letters 2018 Februrary 3
Chiral induction was utilized for the synthesis of diastereopure cyclic peptoids containing an N-benzyl alanine residue. Molecular modeling, NMR spectroscopy, single-crystal X-ray diffraction studies, and HPLC with chiral stationary phase demonstrated easy formation of free and sodium/benzylammonium complexed cyclic oligomers through strategic incorporation of a single stereogenic center in the oligomeric backbone. The synthesis of cyclic peptoids with defined conformational chirality and appropriate side chain topology is now possible.
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