Lactam-lactones are ubiquitous structural motifs in pharmaceuticals, including omuralide (antibacterial) and salinosporamide A (anticancer). In this embodiment, a highly chemo-, regio-, and stereoselective, approach to lactam-lactones is described. This cost-effective and high-yielding method is achieved through halolactonization of lactam-bearing alkenoic acids, which are readily prepared from feedstock chemicals such as amines, enals and anhydrides. The approach is highly modular, which bodes well for late-stage diversification and high throughput screening studies. It is anticipated that the aforementioned merits will endear our methodology to the medicinal and synthesis communities.

Direct access to lactam-fused lactones by chemo-, regio-, and stereoselective halolactonization of lactam-bearing alkenoic acids

2019 Spring National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.