Asymmetric Synthesis of 2‐Alkyl‐ and 2‐Aryl‐3‐aminopropionic Acids (β²‐Amino Acids) from (S)‐N‐Acryloyl‐5,5‐dimethyloxazolidin‐2‐one SuperQuat Derivatives.

Abstract

Diastereoselective syntheses O 0031Asymmetric Synthesis of 2-Alkyl-and 2-Aryl-3-aminopropionic Acids (β 2 -Amino Acids) from (S)-N-Acryloyl-5,5-dimethyloxazolidin-2-one SuperQuat Derivatives.-Conjugate addition of lithium amides (II) and (XI) to title compounds (I), (VI), (VIII), and (X) followed by alkylation or protonation of the resulting enolates with 2-pyridone respectively provides a highly stereoselective and product complementary route to a range of β 2 -amino acids derivatives, e.g. (IV), (IX), and (XIII). -(BEDDOW, J. E.; DAVIES*, S. G.; SMITH, A. D.; RUSSELL, A. J.; Chem.