I know this maybe too-late for the original question poster but might help someone else in a similar situation. Below links are for a total newbie (like me) to RubyOnRails but someone who's programmed before. You can pick and choose the relevant ones as per your skill level.
Understanding Redmine (functionality):
If you're not familiar with Redmine or administering other Issue Tracking Software Mastering Redmine book is an ok place to start. It's not very densely packed so it'll help only as a structured organization of information. If you want more dense information go through the documentation instead.
Understanding Redmine Plugins:
"Redmine Plugin Extension and Development" by Alex Bevilacqua has just been released (March 2014). It's available both in print and ebook formats from packtpub.
I'm going through the book myself as I need to customize/rewrite a plugin for Redmine.
I'm new to Rails/Ruby/Redmine myself. Though I'm from Unix/C++ background still getting to know the ropes of Ruby, Rails, Redmine via following books.
Understanding Rails:
I found the book Agile Web Development with Rails to be a good enough intro to Rails for programmers from other languages.
Note: Target audience seems to be Rails developers but it should be possible to get through that learning curve by browsing github redmine plugin repositories.
Understanding Ruby:
Programming Ruby (the PickAxe Book)
Understanding Ruby Metaprogramming idioms (used in Rails):
On the surface Ruby looks like most scripting languages it is the use of MetaProgramming and Dynamic nature of Ruby Object Model that allows making complex internal gymnastics invisible to newbies.
A single line of Rails code contains enough such tricks to fill a small book.
Fortunately such a book has already been written - Ruby MetaProgramming book in Pragmatic Programmers series. It's superb to come to grips with this Mixin based Dynamic MetaProgramming. Rails and Redmine use plenty of these tricks as hooks etc to get the work done.
Excellent Video on Ruby Object Model by Dave Thomas
Video on Ruby Object Model and Meta Programming