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I've been looking for something like this for a few weeks, and as far as I can tell the answer is no. Heck, I'd settle for just an auto featured image plugin.
Edit: You may want to look into having someone familiar with iMacros create a script for this. It's commonly used by those of us who use tumblr to get traffic. As of right now I'm not aware of any public iMacros scripts for making gallery uploads to WP easier though.
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