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Catalytic Asymmetric Alkylation of Nucleophiles: Asymmetric Synthesis of α‐Alkylated Amino Acids

Angewandte Chemie International Edition in EnglishPublished 15 December 1997
Barry M. Trost, Xavier Ariza
Citations157

Abstract

The synthesis of modified peptides depends to a large extent on α-alkylated amino acids. Such amino acids can be prepared in a novel asymmetric synthesis with readily available azlactones: the allylic alkylations of a variety of azlactones catalyzed by palladium proceeds with excellent diastereo- and enantioselectivities [Eq. (a)].

Keywords

ChemistryBiochemistry, Genetics and Molecular BiologyPharmacology, Toxicology and Pharmaceutics