HETEROCYCLES

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■ Synthetic Studies on Optically Active β-Lactams. Asymmetric Synthesis of β-Lactams by the Cyclocondensation Utilizing Chiral Heterocyclic Compounds Derived from L-(+)-Tartaric Acid and (S)-Glutamic Acid

Nobuo Ikota* and Akira Hanaki

*9-1, Anagawa-4-Chome, Inage-ku, Chiba 263-0024, Japan

Abstract

Asymmetric cyclocondensation of the chiral heterocyclic compounds (2,4) with imines (5) gave either cis- or trans-β-lactams with high diastereomeric purity up to 96%, and the optically pure phenylalanine derivative (9) was obtained from the β-lactams produced.