Asymmetric synthesis of 2-alkyl- and 2-aryl-3-aminopropionic acids (β<sup>2</sup>-amino acids) from (S)-N-acryloyl-5,5-dimethyloxazolidin-2-one SuperQuat derivatives
Chemical CommunicationsPublished 1 January 2004
James E. Beddow, Stephen G. Davies, Andrew D. Smith, Angela J. Russell
Citations42
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Abstract
Conjugate addition of lithium amides to (S)-N-acryloyl- or (S)-N-2'-alkylacryloyloxazolidinones and alkylation or protonation of the resulting enolates with 2-pyridone respectively provides a highly stereoselective and product complementary route to a range of (R)- and (S)-2-alkyl-3-aminopropionic acids in good yield and in high ee.
Keywords
ChemistryBiochemistry, Genetics and Molecular Biology
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