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- W2513616268 abstract "The synthesis of non-proteinogenic a-amino acids in enantiopure form is an important goal nowadays due to their increasing role in biology and chemistry. For their asymmetric synthesis, many acyclic and cyclic glycine and alanine chiral templates have been developed following several strategies such as nucleophilic and electrophilic alkylations, nucleophilic and electrophilic aminations and hydrogenation, cyclopropanation or cycloaddition reactions of the corresponding a,b-didehydroamino acid (DDAA) derivatives. Our work on this field, based on the development of chiral iminic glycine and alanine templates with acyclic structures derived from imidazolidinones as well as cyclic structures derived from oxazinones and pyrazinones. These systems can be highly diastereoselectively alkylated under very mild reaction conditions at room temperature with LiOH or K 2 CO 3 as bases under PTC conditions, or with organic bases such as DBU or BEMP, and also under neutral palladium(0)-catalyzed conditions. Final hydrolysis allows the synthesis of highly enantiomerically enriched mono- and dialkylated amino acids. The glycine templates can be diastereoselectively condensed with carbonyl compounds under PTC conditions at room temperature, or with Eschenmoser’s salt to new (Z)-DDAA derivatives." @default.
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- W2513616268 date "2006-01-01" @default.
- W2513616268 modified "2023-09-26" @default.
- W2513616268 title "Nuevas plantillas imínicas quirales de glicina y alanina para la síntesis asimétrica práctica de a-aminoácidos" @default.
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