Deprotection of acetals under neutral conditions

CHED 219

Ram S. Mohan, rmohan@iwu.edu1, Aaron D. Bailey2, and Peter W. Anzalone2. (1) Laboratory for Environmentally Friendly Organic Synthesis, Department of Chemistry, Illinois Wesleyan University, 201 East Beecher Street, Bloomington, IL 61701, (2) Department of Chemistry, Illinois Wesleyan University, 201 East Beecher Street, Bloomington, IL 61701
Although several methods exist in the literature for deprotection of acetals, few of these methods work at neutral pH. The deprotection of acetals has been accomplished under neutral conditions by using iodine, generated in situ from NaI and copper (II) sulfate in acetone. The deprotection of acyclic acetals proceeds smoothly at room temperature while cyclic acetals require reflux conditions. The results of this study will be presented.

 

Undergraduate Research Poster Session: Organic Chemistry
2:00 PM-4:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Hall A, Poster

Division of Chemical Education

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005