There are many online sites that make available Narrative of the Life of Frederick Douglass; try here or here.Two novels that address structural racism, albeit in very different ways, are Ralph Ellison's Invisible Man, and Toni Morrison's Beloved.
An autobiography worth considering is Frederick Douglass' Narrative of the Life of Frederick Douglass.
Michael Collins is Assistant Professor in the Department of English at Texas A & M University. His research interests include literature and economics, altruism and literature, African American and other Ethnic American literature, and poetry. His recent publications include "Between Robin Hood and Ayn Rand: High Capitalism in the 1950s" (Michigan Quarterly Review 2003) and "Six Sketches: When a Soul Breaks" (Best American Poetry 2003).
Thanks to Mike for the recommendations.
For earlier recommendations from University of Chicago political scientist Michael Dawson, click here. For recommendations from New York Daily News columnist Errol Louis, click here.
--Marshal Zeringue