The use of LiOH/H2O2 for cleavage of Evans oxazolidinones is a necessary step in utilizing this well-known, chiral auxiliary strategy in a synthetic route. The original conditions, disclosed more than 30 years ago, are now a textbook transformation and continue to be used with little modification from the original publication. During efforts to scale this procedure, we discovered the evolution of significant amounts oxygen under these conditions, presenting a risk for maintaining appropriate inertion and posing major safety risks. Driven by insights on the mechanism of the unanticipated release of oxygen, this talk will discuss three distinct solutions that were developed to address this issue, providing a safer manner for the cleavage of the Evans auxiliary with comparable performance to the original conditions. 

Development of safer methods for cleavage of the Evans auxiliary

Macromolecular Chemistry: The Second Century

[Author Benefits](https://scimeetings.acs.org/?utm_source=pubs_content_marketing&utm_medium=website&utm_campaign=0320_MCF_NPI_Launch_Spring_Homepage&ref=pubs_content_marketing)

[How to use SciMeetings](https://storage.googleapis.com/dl.morressier.com/acs/SciMeetings-ACSSpring2020-HowToGuide_M3020-Final.pdf)

[Frequently Asked Questions](https://storage.googleapis.com/dl.morressier.com/acs/SciMtng_ACSNMSp2020_FAQ_M3120_Final.pdf)

ACS Spring 2020 National Meeting & Expo

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