Complete diastereoselectivity is observed during the cyclocondensation of activated glycine derivatives with aldimines derived from L‐(S)‐glyceraldehyde acetonide. 3,4‐cis‐β‐lactams are isolated in high optical and chemical yields. They are converted into key intermediates used in the syntheses of various mono‐ and bicyclic β‐lactam antibiotics. A mechanism is suggested to explain this remarkable diastereoselectivity.
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Hubschwerlen et al. (1983) studied this question.
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