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Sinatra seems like a natural choice to write a simple web service API for an iOS app. Anyone know where I find a deeper resource that might assist "Sinatra for iOS" development?

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Not a Sinatra app but you may want to have a look at this:

https://github.com/lottadot/lottadot-restkit-ios-rails3-1-ad...

Sinatra up and running, is a good introduction to Sinatra.

http://shop.oreilly.com/product/0636920019664.do#PowerReview

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