Expanding the scope of the successive ring expansion strategy for macrocycle and medium-sized ring synthesis: unreactive and reactive lactams

Zhongzhen Yang, Marion Arnoux, Damien Hazelard, Owen R Hughes, Joe Nabarro, Adrian C Whitwood, Martin A Fascione, Christopher D Spicer, Philippe Compain, William P Unsworth

Research output: Contribution to journalArticlepeer-review


New methods are described that expand the scope of the Successive Ring Expansion (SuRE) with respect to synthetically challenging lactams. A protocol has been developed for use with 'unreactive' lactams, enabling SuRE reactions to be performed on subsrates that fail under previously established conditions. Ring expansion is also demonstarted on 'reactive' lactams derived from iminosugars for the first time. The new SuRE methods were used to prepare a diverse array of medium-sized and macrocyclic lactams and lactones, which were evaluted in an anti-bacterial assay against E. coli BW25113WT.

Original languageEnglish
Number of pages7
JournalOrganic & biomolecular chemistry
Early online date25 Mar 2024
Publication statusE-pub ahead of print - 25 Mar 2024

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