Syntheses of novel amino acids and natural product derived from amino acid by using memory of chirality

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Development of asymmetric intra- and intermolecular conjugate addition reaction via C-N axially chiral enolate intermediates were achieved. Multisubstituted β-lactams were prepared by using asymmetric intramolecular conjugate addition reaction. β-Lactams were converted into novel hybrid amino acid derivatives consisting of aspartic acid-glutamic acid. On the other hand, total synthesis of manzacidin A was completed by using intermolecular conjugate addition reaction.