I created another HTTP/1.1 connector in tomcat listening on another port 8443. I then separated the server settings in nginx for both http and https.

I had the http server def proxy_pass to http://localhost:8080
I had the https server def proxy_pass to http://localhost:8443

I also put headers notifying tomcat the request was coming from http or https.

Still no dice. Redirect loops can't seem to be fixed.