Issue 4, 2001

4-Oxoazetidine-2-carbaldehydes as useful building blocks in stereocontrolled synthesis

Abstract

4-Oxoazetidine-2-carbaldehydes or 4-formyl-β-lactams can be considered both as protected α-amino aldehydes and masked β-amino acids. These bifunctional compounds exhibit a valuable dual reactivity, which has been utilized in a broad range of synthetic applications. The present review is a survey of the recent salient synthetic achievements exploiting 4-oxoazetidine-2-carbaldehydes, with particular emphasis on diastereoselective processes. The usefulness of these substrates for the preparation of substances of biological interest, including α-amino acids, β-amino acids, amino sugars, polycyclic-β-lactams, alkaloids, and complex natural products is presented.

Article information

Article type
Review Article
Submitted
31 Jan 2001
First published
24 May 2001

Chem. Soc. Rev., 2001,30, 226-240

4-Oxoazetidine-2-carbaldehydes as useful building blocks in stereocontrolled synthesis

B. Alcaide and P. Almendros, Chem. Soc. Rev., 2001, 30, 226 DOI: 10.1039/B007908L

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